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  • Upgraded Double Unit With Slope Views
    From $470 per night (USD)

    HomeAway

    Upgraded Double Unit With Slope Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Centrally located just below Barker Mountain Lodge and above South Ridge, Sunrise Condominiums is one of the most conven ...

    From $470 per night (USD)

    HomeAway

    Details
  • Family-Friendly, Oceanfront Scituate Rental Steps from the Beach
    From $275 per night (USD)

    VRBO

    Family-Friendly, Oceanfront Scituate Rental Steps from the Beach

    Bedrooms:
    3.5
    Bathrooms:
    5
    Sleeps:
    13

    Large oceanfront home with breathtaking views and only steps to the beach is now available for bookings! Centrally lo ...

    From $275 per night (USD)

    VRBO

    Details
  • Cove Cottage On Beautiful Long Pond
    From $100 per night (USD)

    HomeAway

    Cove Cottage On Beautiful Long Pond

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Private lakeside cabin ideal for nature lovers with 300 feet of private waterfront and a private dock. Large central ro ...

    From $100 per night (USD)

    HomeAway

    Details
  • COMPLETE RENOVATION Cragville Beach West Hyannisport
    From $285 per night (USD)

    VRBO

    COMPLETE RENOVATION Cragville Beach West Hyannisport

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Totally renovated in 2017! Relax in this 1000 square ft cape house with additional 14' x 20' three season room is situa ...

    From $285 per night (USD)

    VRBO

    Details
  • Incredible Townhouse 1block to Harbor, SubZero kitchen, Architectural Detail
    From $250 per night (USD)

    HomeAway

    Incredible Townhouse 1block to Harbor, SubZero kitchen, Architectural Detail

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    4

    Update: This is a beautiful, townhouse in charming Plymouth, MA, just footsteps from the waterfront and the lively, now- ...

    From $250 per night (USD)

    HomeAway

    Details
  • Lakefront Vacation Home on Pristine Leadmine Pond!!!
    From $100 per night (USD)

    VRBO

    Lakefront Vacation Home on Pristine Leadmine Pond!!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Get away from it all in this lakefront dream home on Leadmine Pond in Sturbridge, Massachusetts. Enjoy all of the comfo ...

    From $100 per night (USD)

    VRBO

    Details
  • Sonder | Financial District | Modern 2BR
    From $122 per night (USD)

    HomeAway

    Sonder | Financial District | Modern 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $122 per night (USD)

    HomeAway

    Details
  • Gorgeous home perfect for large groups! Walk to the beach! Pet friendly!
    From $150 per night (USD)

    VRBO

    Gorgeous home perfect for large groups! Walk to the beach! Pet friendly!

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    12

    Come stay and leave your worries behind. Bay Breeze Retreat has everything you and your family will need. The house feat ...

    From $150 per night (USD)

    VRBO

    Details
  • Sonder | The Conrad | Stunning 2BR
    From $124 per night (USD)

    HomeAway

    Sonder | The Conrad | Stunning 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $124 per night (USD)

    HomeAway

    Details
  • Sonder | The Conrad | Stunning 3BR
    From $154 per night (USD)

    VRBO

    Sonder | The Conrad | Stunning 3BR

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    VRBO

    Details
  • Gorgeous waterfront STUDIO with beach access on Commercial Street
    From $200 per night (USD)

    HomeAway

    Gorgeous waterfront STUDIO with beach access on Commercial Street

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Your search is over. This newly renovated and remodeled 360 sq ft studio with vaulted ceilings is ideally located in the ...

    From $200 per night (USD)

    HomeAway

    Details
  • Sonder | Winthrop Square | Warm 1BR
    From $102 per night (USD)

    VRBO

    Sonder | Winthrop Square | Warm 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $102 per night (USD)

    VRBO

    Details
  • Sonder | Seaport District | Calming 1BR
    From $94 per night (USD)

    HomeAway

    Sonder | Seaport District | Calming 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $94 per night (USD)

    HomeAway

    Details
  • Sonder | The Conrad | Natural 4BR
    From $192 per night (USD)

    VRBO

    Sonder | The Conrad | Natural 4BR

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $192 per night (USD)

    VRBO

    Details
  • Sonder | Financial District | Stunning 2BR
    From $121 per night (USD)

    HomeAway

    Sonder | Financial District | Stunning 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $121 per night (USD)

    HomeAway

    Details
  • Ocean front with private beach in Falmouth, large lawn
    From $285 per night (USD)

    VRBO

    Ocean front with private beach in Falmouth, large lawn

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Oceanfront two family home with private beach overlooking Martha’s Vineyard. Swim, sail, and fish steps from where you s ...

    From $285 per night (USD)

    VRBO

    Details
  • 0.8 mile to Nauset Beach Modern, WiFi, Central AC,  slp up to 14
    From $339 per night (USD)

    HomeAway

    0.8 mile to Nauset Beach Modern, WiFi, Central AC, slp up to 14

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    This wonderful newly renovated home sleep comfortably 11 adult plus 3 kids, total of 14 people. (posted rate is upto 8, ...

    From $339 per night (USD)

    HomeAway

    Details
  • Downtown Chatham, Walk to Restaurants, Shops and Beaches
    From $189 per night (USD)

    VRBO

    Downtown Chatham, Walk to Restaurants, Shops and Beaches

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Looking to be in the heart of Chatham Village? This is the place for you! This 2nd floor condo is conveniently located ...

    From $189 per night (USD)

    VRBO

    Details
  • Renovated 200 year old barn on quiet country road.  On  10 acre farm.
    From $100 per night (USD)

    HomeAway

    Renovated 200 year old barn on quiet country road. On 10 acre farm.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    200 year old post and beam renovated barn is nestled on secluded 10 acres situated one mile from Longnook Beach, the Cap ...

    From $100 per night (USD)

    HomeAway

    Details
  • Sonder | The Conrad | Calming 3BR
    From $154 per night (USD)

    VRBO

    Sonder | The Conrad | Calming 3BR

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $154 per night (USD)

    VRBO

    Details
  • Sonder | The Conrad | Relaxed 2BR
    From $129 per night (USD)

    HomeAway

    Sonder | The Conrad | Relaxed 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $129 per night (USD)

    HomeAway

    Details
  • Woods Hole - Newly Renovated Four Bedroom Home
    From $386 per night (USD)

    VRBO

    Woods Hole - Newly Renovated Four Bedroom Home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Gorgeous 4 Bedroom Cape Cottage Renovated in 2015 Just Minutes from Charming Downtown Woods Hole, Nobska Beach and Shini ...

    From $386 per night (USD)

    VRBO

    Details
  • Beautiful Large Ground Floor/ Garden Updated 2 bed/1.5 baths 8 min to Schools
    From $100 per night (USD)

    HomeAway

    Beautiful Large Ground Floor/ Garden Updated 2 bed/1.5 baths 8 min to Schools

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    4

    Close to Bement/Eaglebrook/Deerfield Academy and colleges. Ground floor, remodled antique charm, large, bright rooms (So ...

    From $100 per night (USD)

    HomeAway

    Details
  • Afternoon Delight: Toast the beauty of the river from the waterfront deck
    From $247 per night (USD)

    VRBO

    Afternoon Delight: Toast the beauty of the river from the waterfront deck

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in a cul de sac and fronting on the Crane River, Afternoon Delight in historic Beverly is the perfect place to w ...

    From $247 per night (USD)

    VRBO

    Details
  • Charming Condo in the Historic Section of Hyannis
    From $47 per night (USD)

    HomeAway

    Charming Condo in the Historic Section of Hyannis

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    6

    Tucked behind Main Street, this light-filled and beautifully furnished end unit condo is walking distance to shopping, r ...

    From $47 per night (USD)

    HomeAway

    Details
  • Gingerbread Cottage With Amazing Oak Bluffs Harbor View
    From $130 per night (USD)

    VRBO

    Gingerbread Cottage With Amazing Oak Bluffs Harbor View

    Bedrooms:
    3.5
    Bathrooms:
    4
    Sleeps:
    8

    Amazing vacation spot Enjoy beautiful views of Oak Bluffs Harbor and beyond Historic gingerbread cottage Large front por ...

    From $130 per night (USD)

    VRBO

    Details
  • Two Beaches: Walk to Long Beach or Good Harbor!
    From $283 per night (USD)

    HomeAway

    Two Beaches: Walk to Long Beach or Good Harbor!

    Bedrooms:
    2.5
    Bathrooms:
    3
    Sleeps:
    8

    Ideally situated between two of Cape Ann's most beautiful beaches, this ideal vacation rental home is a mere 3-minute wa ...

    From $283 per night (USD)

    HomeAway

    Details
  • Dennis Port Rental Close to Lifeguard Protected Town Beach
    From $200 per night (USD)

    VRBO

    Dennis Port Rental Close to Lifeguard Protected Town Beach

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This quaint 4 bedroom, 3 bath Cape is located within a short distance to a Private Association Beach on Nantucket Sound, ...

    From $200 per night (USD)

    VRBO

    Details
  • Lovely 3BD Contemporary--Screen Porch & Deck, Private, Tranquil Setting
    From $200 per night (USD)

    HomeAway

    Lovely 3BD Contemporary--Screen Porch & Deck, Private, Tranquil Setting

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    FREE ACTIVITIES INCLUDED--see the end of this description! Located in a nice area of homes just north of Wellfleet Cent ...

    From $200 per night (USD)

    HomeAway

    Details
  • Private Home close to beach on Powder Point
    From $300 per night (USD)

    VRBO

    Private Home close to beach on Powder Point

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    8

    A lovely home on historic Powder Point, is just a short walk from Big Beach across the Bridge (one of the longest open w ...

    From $300 per night (USD)

    VRBO

    Details
  • Spectacular Coastal Living w/salt h20 pool, bball court, close to beach & a/c
    From $450 per night (USD)

    HomeAway

    Spectacular Coastal Living w/salt h20 pool, bball court, close to beach & a/c

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    This absolutely wonderful property is just like a spread in Coastal Living Magazine. It is perfect for a large family w ...

    From $450 per night (USD)

    HomeAway

    Details
  • Plymouth House w/ Porch - 5-Min Walk to Beach!
    From $175 per night (USD)

    VRBO

    Plymouth House w/ Porch - 5-Min Walk to Beach!

    Bedrooms:
    2.5
    Bathrooms:
    3
    Sleeps:
    8

    Relax by the beach when you stay at this 3-bedroom, 1.5-bathroom vacation rental home in Plymouth. With accommodations f ...

    From $175 per night (USD)

    VRBO

    Details
  • Nantucket Sound, water is always warm and calm. Paddle/Kayak/Canoe  to explore
    From $225 per night (USD)

    HomeAway

    Nantucket Sound, water is always warm and calm. Paddle/Kayak/Canoe to explore

    Bedrooms:
    4.5
    Bathrooms:
    5
    Sleeps:
    8

    Come and enjoy a wonderful vacation on Cape Cod. This property nestled next to a salt water tidal river and bird estuary ...

    From $225 per night (USD)

    HomeAway

    Details
  • July & late August weeks available!
    From $150 per night (USD)

    VRBO

    July & late August weeks available!

    Bedrooms:
    2.5
    Bathrooms:
    3
    Sleeps:
    6

    Discover everything the Vineyard has to offer- great weather, fishing, beaches, restaurants, shopping... but without the ...

    From $150 per night (USD)

    VRBO

    Details
  • Ships Bell: Water views and amazing sunsets on a quiet street in Lanesville.
    From $319 per night (USD)

    HomeAway

    Ships Bell: Water views and amazing sunsets on a quiet street in Lanesville.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Picture yourself on the huge wraparound deck of Ships Bell House, enjoying the setting of the sun over breathtaking wate ...

    From $319 per night (USD)

    HomeAway

    Details
  • Private Katama neighborhood with association beach and dock
    From $300 per night (USD)

    VRBO

    Private Katama neighborhood with association beach and dock

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This unique Katama neighborhood has its own private beach and dock. South Beach is only 1.5 miles from the house. South ...

    From $300 per night (USD)

    VRBO

    Details
  • Sonder | The Conrad | Architectural 4BR
    From $191 per night (USD)

    HomeAway

    Sonder | The Conrad | Architectural 4BR

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $191 per night (USD)

    HomeAway

    Details
  • Sonder | Boston Common | Charming 2BR
    From $95 per night (USD)

    VRBO

    Sonder | Boston Common | Charming 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $95 per night (USD)

    VRBO

    Details
  •  Luxury Home with Commanding Views over Herring Cove
    From $460 per night (USD)

    HomeAway

    Luxury Home with Commanding Views over Herring Cove

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    8

    Situated high on a dune in the west end this architecturally significant home is within easy walking distance of town an ...

    From $460 per night (USD)

    HomeAway

    Details
  • Private Heated Pool for Family Fun on Over an Acre, sleeps 18
    From $284 per night (USD)

    VRBO

    Private Heated Pool for Family Fun on Over an Acre, sleeps 18

    Bedrooms:
    3.5
    Bathrooms:
    6
    Sleeps:
    18

    This 6 bedroom home offers 4 bedrooms and 2 baths downstairs and 2 upstairs bedrooms with a half bath and second living ...

    From $284 per night (USD)

    VRBO

    Details
  • Sonder | The Conrad | Industrial 4BR
    From $195 per night (USD)

    HomeAway

    Sonder | The Conrad | Industrial 4BR

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $195 per night (USD)

    HomeAway

    Details
  • Lovely 2+ BD Cottage--A/C, Deck with Pond Views, Great Location
    From $121 per night (USD)

    VRBO

    Lovely 2+ BD Cottage--A/C, Deck with Pond Views, Great Location

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    FREE ACTIVITIES INCLUDED--see the end of this description! Nestled in tranquility. This three-bedroom (2 bedrooms plus ...

    From $121 per night (USD)

    VRBO

    Details
  • The Robert House: 4 bedroom Rockport village house, sleeps 7
    From $254 per night (USD)

    HomeAway

    The Robert House: 4 bedroom Rockport village house, sleeps 7

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    7

    Enjoy the comforts of modern day living while you step back in time in this updated colonial-era vacation rental home. F ...

    From $254 per night (USD)

    HomeAway

    Details
  • Charming Saltbox Close To Skaket Beach & OrleansTown Center
    From $179 per night (USD)

    VRBO

    Charming Saltbox Close To Skaket Beach & OrleansTown Center

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A close distance to the center of Orleans, this well kept Saltbox style house is convenient to everything. It is only .3 ...

    From $179 per night (USD)

    VRBO

    Details
  • Sage Hill: Easy access to both Gloucester & Rockport
    From $290 per night (USD)

    HomeAway

    Sage Hill: Easy access to both Gloucester & Rockport

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Midway between two picturesque places, the seaside village of Rockport and the historic fishing port of Gloucester, Sage ...

    From $290 per night (USD)

    HomeAway

    Details
  • Short Walk to Secluded Beach on Pleasant Bay!
    From $271 per night (USD)

    VRBO

    Short Walk to Secluded Beach on Pleasant Bay!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    ESCAPE from it all, one house away from Pleasant Bay, to this stunning contemporary, located in South Orleans on a 2 acr ...

    From $271 per night (USD)

    VRBO

    Details
  • Sonder | The Conrad | Vibrant 4BR
    From $187 per night (USD)

    HomeAway

    Sonder | The Conrad | Vibrant 4BR

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $187 per night (USD)

    HomeAway

    Details
  • Sonder | The Conrad | Delightful 4BR
    From $191 per night (USD)

    VRBO

    Sonder | The Conrad | Delightful 4BR

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $191 per night (USD)

    VRBO

    Details
  • Sonder | The Conrad | Charming 3BR
    From $153 per night (USD)

    HomeAway

    Sonder | The Conrad | Charming 3BR

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $153 per night (USD)

    HomeAway

    Details
  • Sonder | The Conrad | Peaceful 3BR
    From $153 per night (USD)

    VRBO

    Sonder | The Conrad | Peaceful 3BR

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $153 per night (USD)

    VRBO

    Details
  • Beautiful   4  Bedroom  Home on  Nantucket (Off Surfside  Rd )
    From $500 per night (USD)

    HomeAway

    Beautiful 4 Bedroom Home on Nantucket (Off Surfside Rd )

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    This beautiful, modern style home is in a good central location , close to beaches and town center . It has a ...

    From $500 per night (USD)

    HomeAway

    Details
  • Sonder | Seaport District | Dashing 2BR
    From $124 per night (USD)

    VRBO

    Sonder | Seaport District | Dashing 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $124 per night (USD)

    VRBO

    Details
  • Sonder | Seaport District | Grand 1BR
    From $94 per night (USD)

    HomeAway

    Sonder | Seaport District | Grand 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $94 per night (USD)

    HomeAway

    Details
  • Spend Quality Family Time on Cape Cod. Includes Beach Pass! Sleeps 8 Large yard
    From $250 per night (USD)

    VRBO

    Spend Quality Family Time on Cape Cod. Includes Beach Pass! Sleeps 8 Large yard

    Bedrooms:
    3.5
    Bathrooms:
    4
    Sleeps:
    8

    Light, airy family vacation home located in beautiful Centerville, MA on Cape Cod. Just a short drive to Craigville beac ...

    From $250 per night (USD)

    VRBO

    Details
  • Renovated beach cottage with private stairs to association beach across the road
    From $143 per night (USD)

    HomeAway

    Renovated beach cottage with private stairs to association beach across the road

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Great Beach Vacation Rental! Renovated beach cottage with private stairs to association beach across the road. This de ...

    From $143 per night (USD)

    HomeAway

    Details
  • Sonder | Seaport District | Smart 1BR
    From $94 per night (USD)

    VRBO

    Sonder | Seaport District | Smart 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $94 per night (USD)

    VRBO

    Details
  • Close Proximity to Little Pleasant Bay
    From $157 per night (USD)

    HomeAway

    Close Proximity to Little Pleasant Bay

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This comfortable 3 bedroom ranch is within close proximity to Little Pleasant Bay. A private walking path brings you to ...

    From $157 per night (USD)

    HomeAway

    Details
  • Sonder | The Conrad | Industrial 2BR
    From $124 per night (USD)

    VRBO

    Sonder | The Conrad | Industrial 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $124 per night (USD)

    VRBO

    Details
  • Great Get Away With Great Location
    From $143 per night (USD)

    HomeAway

    Great Get Away With Great Location

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Completely re-modeled three bedroom, two bath ranch. Master bedroom with full bath (shower unit), second bedroom has qu ...

    From $143 per night (USD)

    HomeAway

    Details
  • Spacious & Bright 3 BD--A/C, Deck, Walk to Association Beach
    From $543 per night (USD)

    VRBO

    Spacious & Bright 3 BD--A/C, Deck, Walk to Association Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This bright and spacious three-bedroom home is located in the desirable Knowles Heights section of North Truro. The home ...

    From $543 per night (USD)

    VRBO

    Details
  • NEWLY LISTED! PET FRIENDLY & AFFORDABLE!
    From $114 per night (USD)

    HomeAway

    NEWLY LISTED! PET FRIENDLY & AFFORDABLE!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Pet Friendly Listing! Located in the desirable Stonehenge neighborhood in the heart of Brewster, this well maintained p ...

    From $114 per night (USD)

    HomeAway

    Details
  • Sonder | Boston Common | Gorgeous 2BR
    From $122 per night (USD)

    VRBO

    Sonder | Boston Common | Gorgeous 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $122 per night (USD)

    VRBO

    Details
  • Last Minute Specials/Pet Friendly/VERY low Off Season Rates!!!!/Best Reviews!!!!
    From $100 per night (USD)

    HomeAway

    Last Minute Specials/Pet Friendly/VERY low Off Season Rates!!!!/Best Reviews!!!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Last Minute Specials? YES!!! If you book up to 1 week before your rental please make me an offer I can't refuse! Read be ...

    From $100 per night (USD)

    HomeAway

    Details
  • The Cable House: High-end oceanfront family home, 1/10 mi to Cape Hedge Beach
    From $540 per night (USD)

    VRBO

    The Cable House: High-end oceanfront family home, 1/10 mi to Cape Hedge Beach

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    7

    This unique beachfront vacation home has been completely remodeled but retains hints of its historical importance; it wa ...

    From $540 per night (USD)

    VRBO

    Details
  • Quarry Crest House: Includes swimming rights to Little Parker quarry
    From $319 per night (USD)

    HomeAway

    Quarry Crest House: Includes swimming rights to Little Parker quarry

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Enjoy the best of all worlds in this spacious and bright vacation rental home overlooking Rockport's stunningly pictures ...

    From $319 per night (USD)

    HomeAway

    Details
  • Chequessett Bluff Waterfront Cottage--Direct Beach Access
    From $154 per night (USD)

    VRBO

    Chequessett Bluff Waterfront Cottage--Direct Beach Access

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    FREE ACTIVITIES INCLUDED--see the end of this description! Waterfront ocean with shared private beach: This is a rustic ...

    From $154 per night (USD)

    VRBO

    Details
  • Sonder | Winthrop Square | Charming 1BR
    From $95 per night (USD)

    HomeAway

    Sonder | Winthrop Square | Charming 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $95 per night (USD)

    HomeAway

    Details
  • RECENTLY UPDATED IMMACULATE HOME THAT IS JUST A SHORT DISTANCE TO HARDINGS AND RIDGEVALE BEACH!
    From $257 per night (USD)

    VRBO

    RECENTLY UPDATED IMMACULATE HOME THAT IS JUST A SHORT DISTANCE TO HARDINGS AND RIDGEVALE BEACH!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    You will love this Chatham Treasure! ** Owners have decided to lower their prime season rental rate to help cover the ...

    From $257 per night (USD)

    VRBO

    Details
  • Ocean Winds Resort - (Previously Seawinds Resort)
    From $207 per night (USD)

    HomeAway

    Ocean Winds Resort - (Previously Seawinds Resort)

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    6

    This condo offers million-dollar ocean views, just 50 feet across the street from a private, sandy beach. This is a grea ...

    From $207 per night (USD)

    HomeAway

    Details
  • 3 Private Beaches, Sleeps 10, AC, Dogs considered!
    From $643 per night (USD)

    VRBO

    3 Private Beaches, Sleeps 10, AC, Dogs considered!

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    10

    Located inside the gated community of Great Island, this large Cape Cod Contemporary is perfect for your next family vac ...

    From $643 per night (USD)

    VRBO

    Details
  • Updated Antique in Beautiful Orleans!
    From $157 per night (USD)

    HomeAway

    Updated Antique in Beautiful Orleans!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Newly Listed and Newly Updated, this is the rental you’ve been looking for!! Situated in a secluded wooded neighborhood, ...

    From $157 per night (USD)

    HomeAway

    Details
  • Sonder | Winthrop Square | Lovely 1BR
    From $103 per night (USD)

    VRBO

    Sonder | Winthrop Square | Lovely 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $103 per night (USD)

    VRBO

    Details
  • Sonder | Winthrop Square | Bold 1BR
    From $94 per night (USD)

    HomeAway

    Sonder | Winthrop Square | Bold 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $94 per night (USD)

    HomeAway

    Details
  • Boulevard Bungalow: Steps away from Gloucester's fabled Stacy Boulevard.
    From $229 per night (USD)

    VRBO

    Boulevard Bungalow: Steps away from Gloucester's fabled Stacy Boulevard.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located right around the corner from Gloucester’s fabled Stacy Boulevard, this completely renovated vacation rental home ...

    From $229 per night (USD)

    VRBO

    Details
  • Excellent Air Conditioned Home At The End of Cul-De-Sac - Orleans
    From $261 per night (USD)

    HomeAway

    Excellent Air Conditioned Home At The End of Cul-De-Sac - Orleans

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Excellent four bedroom vacation rental in quiet neighborhood at the end of a cul-de-sac. This beautiful, air conditione ...

    From $261 per night (USD)

    HomeAway

    Details
  • Sonder | The Conrad | Classic 2BR
    From $124 per night (USD)

    VRBO

    Sonder | The Conrad | Classic 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $124 per night (USD)

    VRBO

    Details
  • Family Tides: Only a half-mile from Good Harbor Beach.
    From $447 per night (USD)

    HomeAway

    Family Tides: Only a half-mile from Good Harbor Beach.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Located in a quiet, leafy neighborhood, Family Tides offers convenience and comfort, just a half-mile to Gloucester's Go ...

    From $447 per night (USD)

    HomeAway

    Details
  • Squam Cottage - a sweet cottage in the historical village of Annisquam.
    From $284 per night (USD)

    VRBO

    Squam Cottage - a sweet cottage in the historical village of Annisquam.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Located in the heart of the quaint and picturesque village of Annisquam, this sweet vacation home is a charming oasis. T ...

    From $284 per night (USD)

    VRBO

    Details
  • Private Home Overlooking Stevens Lake
    From $349 per night (USD)

    HomeAway

    Private Home Overlooking Stevens Lake

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Impeccable home and location. Recently upgraded, modern home provides a luxurious experience. Nestled above a lake on a ...

    From $349 per night (USD)

    HomeAway

    Details
  • Sonder | SoWa | Deluxe 1BR
    From $100 per night (USD)

    VRBO

    Sonder | SoWa | Deluxe 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $100 per night (USD)

    VRBO

    Details
  • Happy Days Cottage: Charming Folly Cove house with waterfront deck
    From $219 per night (USD)

    HomeAway

    Happy Days Cottage: Charming Folly Cove house with waterfront deck

    Bedrooms:
    2.5
    Bathrooms:
    4
    Sleeps:
    7

    Relax and enjoy all that Cape Ann has to offer at Happy Days Cottage, across the street from enchanting Folly Cove. Righ ...

    From $219 per night (USD)

    HomeAway

    Details
  • Sonder | The Conrad | Charming 2BR
    From $124 per night (USD)

    VRBO

    Sonder | The Conrad | Charming 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $124 per night (USD)

    VRBO

    Details
  • Tuller House, a tranquil retreat on Rockport's the Avenues.
    From $68 per night (USD)

    HomeAway

    Tuller House, a tranquil retreat on Rockport's "the Avenues."

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Located in Rockport's "the Avenues," this home offers a quiet and peaceful environment. It is perfect for those who are ...

    From $68 per night (USD)

    HomeAway

    Details
  • Sonder | Pierce Boston | Alluring 2BR + Gym
    From $110 per night (USD)

    VRBO

    Sonder | Pierce Boston | Alluring 2BR + Gym

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $110 per night (USD)

    VRBO

    Details
  • Captain's Cottage: Traditional setting with a private footbridge to the beach
    From $201 per night (USD)

    HomeAway

    Captain's Cottage: Traditional setting with a private footbridge to the beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This delightful vacation rental cottage is located on a quiet Rockport lane less than 100 yards from the sands of Cape H ...

    From $201 per night (USD)

    HomeAway

    Details
  • Sonder | Seaport District | Lovely 1BR
    From $94 per night (USD)

    VRBO

    Sonder | Seaport District | Lovely 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $94 per night (USD)

    VRBO

    Details
  • Sconset - Spacious 4 Bedrooms Oceanfront House
    From $300 per night (USD)

    HomeAway

    Sconset - Spacious 4 Bedrooms Oceanfront House

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This spacious traditional Nantucket house is located on beautiful Baxter Rd, between Siasconset village (where you find ...

    From $300 per night (USD)

    HomeAway

    Details
  • Thurston Point: Waterfront rental with deepwater dock on Annisquam River!
    From $340 per night (USD)

    VRBO

    Thurston Point: Waterfront rental with deepwater dock on Annisquam River!

    Bedrooms:
    2.5
    Bathrooms:
    3
    Sleeps:
    7

    Get away from it all and unwind at this comfortable riverfront vacation retreat. Located in a quiet neighborhood, Thurst ...

    From $340 per night (USD)

    VRBO

    Details
  • Sonder | Winthrop Square | Sunny Studio
    From $102 per night (USD)

    HomeAway

    Sonder | Winthrop Square | Sunny Studio

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $102 per night (USD)

    HomeAway

    Details
  • Waterfront Cottage, Your dream Spot
    From $750 per night (USD)

    VRBO

    Waterfront Cottage, Your dream Spot

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Sunsets Galore! A four bedroom, one bath vintage beach cottage, circa 1939, is located on 2 plus waterfront acres borde ...

    From $750 per night (USD)

    VRBO

    Details
  • Sonder | The Conrad | Lovely 2BR
    From $124 per night (USD)

    HomeAway

    Sonder | The Conrad | Lovely 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $124 per night (USD)

    HomeAway

    Details
  • Located in Surfside area. This property offers wonderful outdoor living spaces
    From $1000 per night (USD)

    VRBO

    Located in Surfside area. This property offers wonderful outdoor living spaces

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    8

    First floor Large kitchen with center island, double ovens, gas range and breakfast table. Open living room with cathed ...

    From $1000 per night (USD)

    VRBO

    Details
  • Sonder | Winthrop Square | Smart Studio
    From $102 per night (USD)

    HomeAway

    Sonder | Winthrop Square | Smart Studio

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $102 per night (USD)

    HomeAway

    Details
  • Sonder | Boston Common | Elegant 1BR
    From $95 per night (USD)

    VRBO

    Sonder | Boston Common | Elegant 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $95 per night (USD)

    VRBO

    Details
  • Sonder | SoWa | Ideal 2BR
    From $123 per night (USD)

    HomeAway

    Sonder | SoWa | Ideal 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $123 per night (USD)

    HomeAway

    Details
  • Sonder | The Conrad | Beautiful 2BR
    From $124 per night (USD)

    VRBO

    Sonder | The Conrad | Beautiful 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $124 per night (USD)

    VRBO

    Details
  • Sonder | Winthrop Square | Modern 1BR
    From $102 per night (USD)

    HomeAway

    Sonder | Winthrop Square | Modern 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We want everyone to have a comfortable place to stay. Our digital check-in and the ability to manage your stay from our ...

    From $102 per night (USD)

    HomeAway

    Details
  • Right on the Beach in North Chatham, Sleeps 10; 229-C
    From $450 per night (USD)

    VRBO

    Right on the Beach in North Chatham, Sleeps 10; 229-C

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    This home is professionally managed by Pretty Picky Properties. Right on the Beach in North Chatham Sleeps 10 Book ...

    From $450 per night (USD)

    VRBO

    Details
  • FREE Activities Everyday! Spacious Oceanside 4BD Contemporary Cape--Central A/C, Sun Room, Screen Porch, Private Lot
    From $300 per night (USD)

    HomeAway

    FREE Activities Everyday! Spacious Oceanside 4BD Contemporary Cape--Central A/C, Sun Room, Screen Porch, Private Lot

    Bedrooms:
    4.5
    Bathrooms:
    4
    Sleeps:
    10

    FREE ACTIVITIES INCLUDED--see the end of this description! This spacious four-bedroom, three-and-one-half-bath home is ...

    From $300 per night (USD)

    HomeAway

    Details
  • Helena House: European flair, close to Plum Cove Beach.
    From $59 per night (USD)

    VRBO

    Helena House: European flair, close to Plum Cove Beach.

    Bedrooms:
    2.5
    Bathrooms:
    3
    Sleeps:
    7

    Situated on a knoll in Gloucester's Bay View neighborhood, Helena House offers peekaboo views of the Ipswich Bay from th ...

    From $59 per night (USD)

    VRBO

    Details