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From $519 per night (USD)
VRBO
Charming two year old 3Bd Rm 4 bath home .6mi to Ridgevale Beach
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Newly built home, app 2900 sq feet, The 1st floor includes a master bedroom with private bath with tub/shower, king siz ...
From $519 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Chatham Beach Cottage + loft Walk to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax with the whole family at this year round Charming Chatham Seaside Cottage , with just a short 5 minute walk to a b ...
From $508 per night (USD)
Expedia
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VRBO
Spacious Cape - Large Private Backyard, 3 Decks!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
All bathrooms and kitchens recently renovated. Fast 1GB internet, full cable, multiple living areas, work from home frie ...
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VRBO
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Expedia
Comfortable renovated 3-bedroom apartment - 5 min from the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
3
Nice space to relax, good spots to good walks, a buzzing restaurant district, babbling brooks, a great cafe, blackout cu ...
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Expedia
From $527 per night (USD)
VRBO
Charming colonial gem with multiple decks, gas grill, patio, and central AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Chatham Charmer Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $527 per night (USD)
VRBO
$Waterfront on Pond w\/ Private Beach!$
From $646 per night (USD)
Expedia
Waterfront on Pond w\/ Private Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: 16664 - Family Tides: Waterfront on Pond w/ Private Beach! The Space: This beautiful waterfront property, loca ...
From $646 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Cape Cod Condo 2 balconies. Heated Pool next to Ocean. Private Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
There is a spiral staircase leading to the upstairs balconied bedroom. A Convertible couch downstairs that will sleep 2 ...
From $200 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Panoramic Views of Swan Pond
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Are you looking for privacy, while still being in the middle of it all? Panoramic Views of Swan Pond! This charming 3 ...
From $349 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Brand new Ocean View Condo with private balcony, steps from the beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Brand new Ocean View Condo with private balcony! Beautifully decorated two bedroom condo with central air conditioning, ...
From $466 per night (USD)
VRBO
From $925 per night (USD)
Expedia
Renovated Chatham Compound on Bike Path, Less Than a Mile to the Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This newly designed charming Chatham compound can sleep over 10 guests with 2 bedrooms in the main house, 2 bedrooms in ...
From $925 per night (USD)
Expedia
From $1667 per night (USD)
VRBO
Ocean front Family Compound with a 200-foot private beach, on Nantucket Sound
Bedrooms:
3
Bathrooms:
7
Sleeps:
15
Family Compound with a 200-foot ocean front private beach, on Nantucket Sound, to be shared only by you and your guests. ...
From $1667 per night (USD)
VRBO
From $608 per night (USD)
Expedia
18 Bearberry Lane South Chatham - Rhododendron Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $608 per night (USD)
Expedia
From $567 per night (USD)
VRBO
Four bedroom home- Just 300 yards to Sea Street Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come and enjoy true Cape Cod comfort in this beautiful 4 bedroom, 2 bathroom home! Comfortably sleeping 8, this home is ...
From $567 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Bluegreen Dennis Port - The Soundings Seaside Resort - 1BD
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
What you'll love about The Soundings Seaside Resort Take full advantage of the central location and breathtaking beauty ...
From $263 per night (USD)
Expedia
From $163 per night (USD)
VRBO
Bluegreen Dennis Port - The Soundings Seaside Resort - ST
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
What you'll love about The Soundings Seaside Resort Take full advantage of the central location and breathtaking beauty ...
From $163 per night (USD)
VRBO
From $573 per night (USD)
Expedia
Bluegreen Dennis Port - The Soundings Seaside Resort - 2BD
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
What you'll love about The Soundings Seaside Resort Take full advantage of the central location and breathtaking beauty ...
From $573 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Quintessential SEASONAL ONE Bedroom Cape Cod Cottage..
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Quintessential SEASONAL One Bedroom Cape Cod Cottage. (Sleeps 2) One Full Bath, Outside Shower, Large Deck, Fire Pitt, T ...
From $200 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Charming retreat .5 mi to Sea St. Beach, Private backyard, outdoor shower
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Our space is designed for your relaxation and comfort. Off street parking for up to four vehicles. Private entrance into ...
From $429 per night (USD)
Expedia
$Chatham Home w\/ Spacious Deck: 2 Mi to Beaches!$
From $406 per night (USD)
VRBO
Chatham Home w\/ Spacious Deck: 2 Mi to Beaches!
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Experience beachside bliss in Cape Cod when you stay at this 4-bedroom, 3-bath South Chatham vacation rental! This home ...
From $406 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Walk to Pleasant St Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Comfortable and Charming Cottage, on a beautifully landscaped, private lot and walkable to one of Chatham's beautiful be ...
From $397 per night (USD)
Expedia
$Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w\/ Pond Views!$
From $565 per night (USD)
VRBO
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w\/ Pond Views!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Marta (my wife) and I are two Canadians who now call Massachusetts our home. Our lovely place in South Chatham is our ne ...
From $565 per night (USD)
VRBO
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Expedia
Anchors Aweigh
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
About this space Welcome to Anchors Aweigh! Escape to Cape Cod in this quant cottage walking distance from the your own ...
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Expedia
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VRBO
Spacious and beautiful home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful and welcoming property for a group of family or friends looking to have a wonderful time. Quiet and peaceful ...
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VRBO
From $431 per night (USD)
Expedia
Chatham Cape Cod Near Bike Trail, 1 Mile to Beach!
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Welcome to a classic coastal getaway at this charming Chatham vacation rental. Located 1 mile from the shore and steps f ...
From $431 per night (USD)
Expedia
From $1229 per night (USD)
VRBO
Modern, Spacious, Central, Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Large and brand new, offering you the perfect vacation retreat and centrally located to shops, restaurants, and beaches! ...
From $1229 per night (USD)
VRBO
From $849 per night (USD)
Expedia
Enjoy a relaxing retreat. Easy access: Beaches, Bike Path, & Great restaurants.
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
This charming, tastefully decorated, and bright home includes a cheerful yellow fully equipped kitchen with a unique isl ...
From $849 per night (USD)
Expedia
From $974 per night (USD)
VRBO
Located in quiet Riverbay directly on the river; kayak to Jacknife Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Located in quiet Riverbay neighborhood. This 5 bedroom, 4 bath home that sleeps 10. Plenty of room to spread out with ...
From $974 per night (USD)
VRBO
From $864 per night (USD)
Expedia
Views of Eastward Ho Golf Course from the backyard!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
North Chatham gem offers views of Eastward Ho Golf Course from the backyard! Antique Cape style home that sleeps 8 peopl ...
From $864 per night (USD)
Expedia
From $997 per night (USD)
VRBO
KAYAK TO PLEASANT BAY FROM YOUR BACK YARD! KAYAKS PROVIDED!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
***KAYAK TO PLEASANT BAY FROM YOUR BACK YARD! KAYAKS PROVIDED! OPEN YEAR ROUND Spacious five bedroom, four bath ho ...
From $997 per night (USD)
VRBO
From $431 per night (USD)
Expedia
Thayer Thicket | Newly renovated house in South Dennis with great location
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Thayer Thicket Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $431 per night (USD)
Expedia
From $572 per night (USD)
VRBO
Jean's Dream - Newly Renovated Cape House .9Miles from the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Escape to Jean's Dream a charming Cape house in South Chatham, MA. This delightful newly renovated rental features 2 bed ...
From $572 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Cockle Cottage - Renovated Chatham Cape House .9 Miles from Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Indulge in a memorable stay at Cockle Cottage in Chatham, MA. This inviting rental boasts 2 bedrooms, 1 bathroom and com ...
From $382 per night (USD)
Expedia
From $2458 per night (USD)
VRBO
PRIVATE HEATED POOL!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Private Heated pool! Vacation near the beach in this charming 4 bedroom (4 kings) and 3.5 bath home with private pool. C ...
From $2458 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Cape Escape - Two Bedroom, Two Bathroom Near Beaches and Cycling
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
2 Bedroom- 2 Bath- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $452 per night (USD)
Expedia
From $1346 per night (USD)
VRBO
Chatham Compound + Carriage House - Huge yard, Game Room, Kayaks, Sleeps 10
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Newly Listed to VRBO. Also listed on Airbnb, with 37 reviews and a 4.97 star rating! This beautiful family home is ever ...
From $1346 per night (USD)
VRBO
From $712 per night (USD)
Expedia
Waterfront home with lovely lake views, great deck, sun porch & fireplace
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Mill Pond Vista Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $712 per night (USD)
Expedia
From $916 per night (USD)
VRBO
WATER FRONT- saltwater private pond beach and water sports IDEAL for big groups!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Large 4 bedroom colonial on a private salt water beach with walkout basement, outdoor shower, and lower level playrooms ...
From $916 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Hot Tub, 200 ft to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 19940 - Summer Soiree: Hot Tub, 200 ft to Beach! The Space: Discover the allure of Dennis in this enchanting v ...
From $457 per night (USD)
Expedia
From $797 per night (USD)
VRBO
Roof Deck, Walk to Forest Beach, Fire Pit!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 16679 - Inn Bloom: Roof Deck, Walk to Forest Beach, Fire Pit! The Space: Inn Bloom is perched on a small hills ...
From $797 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Antique Dennis getaway with firepit & EV charger, Dog friendly!
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Summary: 19941 - Cape Costa: Antique Dennis getaway with firepit & EV charger, Dog friendly! The Space: Dennis Port at ...
From $457 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Movie Theater Room, Direct Access to Bike Trail!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: 16681 - Summer On: Movie Theater Room, Direct Access to Bike Trail! The Space: Escape to this charming Chatham ...
From $402 per night (USD)
VRBO
From $696 per night (USD)
Expedia
New Listing 2024 Hawk`s Nest - Classy 5 bedroom with large backyard
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to Hawk's Nest! This updated 5 bedroom, 3.5 bathroom home in the heart of Brewster is truly a nature lover's par ...
From $696 per night (USD)
Expedia
From $538 per night (USD)
VRBO
Explore Downtown and Pleasant Bay!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: 18836 - Sunny Escape: Explore Downtown and Pleasant Bay! The Space: Your Brewster vacation awaits, in this id ...
From $538 per night (USD)
VRBO
$Walk to Sea Street Beach! Firepit| Dogs OK| A\/C!$
From $604 per night (USD)
Expedia
Walk to Sea Street Beach! Firepit| Dogs OK| A\/C!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to our charming Cape Cod cottage, just minutes from Sea Street Beach. This well-furnished 3-bedroom, 1-bath haven ...
From $604 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Pleasant Getaway halfway between beautiful Harwichport and Downtown Chatham
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The perfect spot for a relaxing vacation! This lovely 3+ bedroom (1 King, 3 twins, and a twin/trundle) cottage in South ...
From $361 per night (USD)
VRBO
$5 Mi to Beaches: South Dennis Home w\/ Patio$
From $224 per night (USD)
Expedia
5 Mi to Beaches: South Dennis Home w\/ Patio
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
A relaxing Cape Code getaway awaits at this 2-bedroom, 1.5-bath vacation rental home in South Dennis, MA! Perfect for sm ...
From $224 per night (USD)
Expedia
$The Sweet Retreat - Less than 1\/2 mile to Dennis Port beaches$
From $320 per night (USD)
VRBO
The Sweet Retreat - Less than 1\/2 mile to Dennis Port beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
A beach forest oasis less than a 1/2 mile from Nantucket Sound. The perfect blend of modern-vintage, a sophisticated yet ...
From $320 per night (USD)
VRBO
Click For Pricing
Expedia
Dennisport Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cozy and spacious 3 bedroom. Master bedroom with master bath. Access to Swan Pond, connects to Nantucket Sound. Quiet ne ...
Click For Pricing
Expedia
From $498 per night (USD)
VRBO
New to our 2025 Inventory! 2 bedroom home, sleeping 5, steps from Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to the Breeze Inn! Save money on a beach sticker by walking to the beach every day! This home is steps away from ...
From $498 per night (USD)
VRBO
From $624 per night (USD)
Expedia
Idyllic Retreat, Swan Pond Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This beautiful home is the perfect getaway for families or friends who want to relax in a spacious and peaceful setting. ...
From $624 per night (USD)
Expedia
From $816 per night (USD)
VRBO
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
It's FALL! With a deeply discounted fall price tag, come stay and enjoy the slowly changing leaves and great restaurants ...
From $816 per night (USD)
VRBO
From $476 per night (USD)
Expedia
Charming Coastal Retreat in Dennis Port
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Charming Coastal Retreat in Dennis Port Welcome to your perfect Cape Cod getaway! Nestled in the heart of Dennis Port, ...
From $476 per night (USD)
Expedia
$400 feet to the Ocean 4 bdrm 2 1\/2 bath 1899 beauty - total reno$
From $1278 per night (USD)
VRBO
400 feet to the Ocean 4 bdrm 2 1\/2 bath 1899 beauty - total reno
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Your Dennis adventure begins at this 4-bedroom 2 1/2 bath beautifully renovated 1899 house just a few hundred feet (2 mi ...
From $1278 per night (USD)
VRBO
From $710 per night (USD)
Expedia
Waterfront on Black Pond and Long Pond
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Waterfront on Black Pond and Long Pond! Two bedrooms plus sleeping loft cottage. Inside you will find the charm of Cape ...
From $710 per night (USD)
Expedia
From $622 per night (USD)
VRBO
Charming Home with Guest House, Fantastic Location, AC, Outdoor Shower
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Stay comfortably in Dennis at this 5-bedroom house. Experience the enchanting charm of this serene retreat, complete wit ...
From $622 per night (USD)
VRBO
From $422 per night (USD)
Expedia
New to our 2025 Inventory: Lovely 4 bedroom, 2 bath home sleeping 8
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
New to our 2025 Inventory! Lovely 4 bedroom, 2 bath home, sleeping 8. First floor features an open concept kitchen, liv ...
From $422 per night (USD)
Expedia
Click For Pricing
VRBO
Immaculate 2 bedroom sleeping 6!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New to our 2025 Inventory! Welcome to Serenity 222! Your home away from home while you visit the Cape! Quintessential C ...
Click For Pricing
VRBO
From $369 per night (USD)
Expedia
THREE BEDROOM--MINUTES TO GOOSE POND, PLEASANT BAY AND TOWN.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Comfortable home with quiet setting, just short drive to Downtown Chatham, Two Ponds and Beaches. This cozy home offers ...
From $369 per night (USD)
Expedia
From $1250 per night (USD)
VRBO
New 2025 Chatham Hideaway - Peaceful Woodland Overlooking Minister's Pond
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Welcome to Chatham Hideaway! This sprawling estate, surrounded by woodland and lush gardens, offers a private setting fo ...
From $1250 per night (USD)
VRBO
From $1880 per night (USD)
Expedia
Large, beautiful home with extraordinary design features and bonus rooms galore
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This large, gorgeous home is perfect for entertaining, set on an acre of land with a private yard and large patio. The h ...
From $1880 per night (USD)
Expedia
From $1880 per night (USD)
VRBO
Water views, private beach and spectacular sunsets from highest point in town.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This large, beautiful home is the perfect place to stay for your next beach vacation: whether you’re hosting a big group ...
From $1880 per night (USD)
VRBO
From $1222 per night (USD)
Expedia
Chatham Vacation Rental With Pool and Charm to Spare! RPAM096
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in one of Cape Cod’s premier resort towns, 764 Riverview Drive offers everything a discerning vacationer is look ...
From $1222 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Let your Chatham traditions begin here!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
From the moment you walk into our charming single floor cottage you are invited to relax and unwind. Whether it is coffe ...
From $368 per night (USD)
VRBO
$Main House Cottage \Willows\$
From $633 per night (USD)
Expedia
Main House Cottage \"Willows\"
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Newly renovated 4 Bedroom Cottage has A/C, wi-fi, TV, Open Kitchen with Large Island, Full downstairs Family room and a ...
From $633 per night (USD)
Expedia
From $956 per night (USD)
VRBO
Stunning Ocean Heights Condominium Unit offering water views and a private beach on The Cape!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Waterfront with Private Beach! Coastal Chic 3 Bed, 3.5 Bath Condo in Ocean Heights Condominiums Pet Friendly! $100 Res ...
From $956 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Chatham Bliss - Dog Friendly oasis with EV Charging
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our recently updated getaway in charming Chatham, MA! Our pet-friendly retreat is the perfect destination for ...
From $461 per night (USD)
Expedia
$JUST LISTED! Coastal Bliss: Luxury Home w\/ Central A\/C! Walk to Beach and Dining$
From $1315 per night (USD)
VRBO
JUST LISTED! Coastal Bliss: Luxury Home w\/ Central A\/C! Walk to Beach and Dining
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Welcome to your dream retreat in Dennis Port! This stunning 3000sqft home is designed to offer an unforgettable getaway ...
From $1315 per night (USD)
VRBO
Click For Pricing
Expedia
Chatham pond access with view
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy our large back yard and private road that leads to the Pond behind the house, for fishing, non-motor boating, padd ...
Click For Pricing
Expedia
From $1138 per night (USD)
VRBO
Gorgeous, Modern, Dog Friendly Chatham 4 Bedroom with Central AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This home is represented by Nauset Rental, a local vacation rental management company. Gorgeous, modern beach house out ...
From $1138 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Escape to Cape Cod in Our Quaint Cottage - Casa 72
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to Cape Cod in this quaint cottage walking distance from private beach! Relax with the whole family at this peace ...
From $319 per night (USD)
Expedia
From $414 per night (USD)
VRBO
Relax by the sea! 3-Bedroom cottage near top Cape Cod Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
In Dennis Port, you'll find a lovely CLEAN 2023 renovated (down to studs) 3-bedroom cottage that's within a short 6-minu ...
From $414 per night (USD)
VRBO
$300 YDS TO OCEAN, POOL, NEW O\/D SHOWER, 4 BEDS, SPACIOUS. 67 Inman Rd #E$
From $626 per night (USD)
Expedia
300 YDS TO OCEAN, POOL, NEW O\/D SHOWER, 4 BEDS, SPACIOUS. 67 Inman Rd #E
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our townhouse is the perfect vacation rental for those that want all the comforts of home and a relaxing environment aft ...
From $626 per night (USD)
Expedia
From $624 per night (USD)
VRBO
Joe's Beach Hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beach is at the end of the dead end road! Very Cute romantic cape cottage! Inside: Queen bed, dresser, couch, new kit ...
From $624 per night (USD)
VRBO
$Walking distance to restaurants, bars, shops, and 9\/10 to beach.$
From $404 per night (USD)
Expedia
Walking distance to restaurants, bars, shops, and 9\/10 to beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
1900 renovated Farmhouse on the first floor and a separate apartment on the second floor. You'll have the entire main fl ...
From $404 per night (USD)
Expedia
From $1178 per night (USD)
VRBO
Newly renovated . Walk to sandy association beach. RPMS090
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Michelle Sylvia rental collection home. Great location and new for 2022 rental season. Steps to a sandy beach! Sit ...
From $1178 per night (USD)
VRBO
From $1144 per night (USD)
Expedia
PRIVATE WATERFRONT on Pleasant Bay. Perfect for families
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Waterfront home with gorgeous views across Pleasant Bay. Watch the boats sail by from your sunny deck & soak in the br ...
From $1144 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Pondfront. Newly Renovated Carriage House. Canoe, kayaks, deck, outdoor shower..
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**New in 2024 - outdoor shower and sauna**. This antique carriage barn – completely renovated in 2018 – is situated on ...
From $358 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Welcome to On The Hook - Escape to this stunning Cap cottage just a short walk to private beaches.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to "On The Hook" Escape to this stunningly renovated Cape Cod cottage, perfectly situated just a short walk fro ...
From $448 per night (USD)
Expedia
From $1226 per night (USD)
VRBO
Royal Retreat: 935-C Renovated Luxury Chatham Home with Pool & Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Renovated Luxury Chatham Home with Pool & Hot Tub Ho ...
From $1226 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Steps to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy Summer cottage just steps from Sea Street Beach. Walkable to wonderful breakfast spots and the famous Sundae School ...
From $348 per night (USD)
Expedia
From $893 per night (USD)
VRBO
Robin's Nest - Dog Friendly Chatham 4 Bedroom
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This home is represented by Nauset Rental, a local vacation rental management company. Beautiful, spacious 4 bedroom, 2 ...
From $893 per night (USD)
VRBO
From $644 per night (USD)
Expedia
Private Home Nestled Among the Cape Pines (2274)
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Abutting conservation land, nestled among the Cape Cod pine trees protected from the wind in its encompassing valley, th ...
From $644 per night (USD)
Expedia
From $1086 per night (USD)
VRBO
Spacious home with private pond beach, steps from the rail trail
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
A beautiful and spacious home with private, sandy beachfront on Brewster's Sheep Pond. A wonderful spot for families to ...
From $1086 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Charming Cape Cottage - Central heat. Walk to Swan Pond for kayaking.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Sea Shell Cottage. Lovingly renovated while still retaining the true Cape cottage. **You must bring linens a ...
From $361 per night (USD)
Expedia
From $480 per night (USD)
VRBO
Lovely Cape Cottage Home < 1 mile to the beach! Gigabit WIFI 1000Mbps
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Relax at this charming South Chatham coastal retreat! Situated just 0.8 miles to Forest Beach & close proximity to the C ...
From $480 per night (USD)
VRBO
From $760 per night (USD)
VRBO
Beautiful Chatham
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This property is located in the Ryder's Cove area of Chatham MA. The main house consist of 2 bedrooms on the upper leve ...
From $760 per night (USD)
VRBO
From $572 per night (USD)
VRBO
Vacation Station: 116-BG Heated Pool, Newly Furnished, Fresh Water Pond Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This home is professionally managed by Pretty Picky Properties Heated Pool, Newly Furnished, Fresh Water Pond Access S ...
From $572 per night (USD)
VRBO
From $570 per night (USD)
Expedia
NEW LISTING Peace and Quiet Pond Front
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Watch the sunset Mill Pond. Surrounded by nature the tranquility is perfection. Just minutes to Chatham Light, Cockle Co ...
From $570 per night (USD)
Expedia
From $512 per night (USD)
VRBO
Close to Bike Path 1 Mile to Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 16673 - Mayflower Retreat: Close to Bike Path 1 Mile to Beaches! The Space: A quick pedal from the Cape Cod Ra ...
From $512 per night (USD)
VRBO
$THREE BEDROOM UPDATED HOME -- JUST 3\/10'S MILE TO PLEASANT STREET BEACH$
From $752 per night (USD)
Expedia
THREE BEDROOM UPDATED HOME -- JUST 3\/10'S MILE TO PLEASANT STREET BEACH
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Beautiful Updated Home with Lots of Living Space, Short distance to Pleasant Street Beach. This pristine 3 bedroom, 3 ...
From $752 per night (USD)
Expedia
From $160 per night (USD)
VRBO
NICE, BRIGHT, 2ND FLOOR APARTMENT IDEAL FOR TWO
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Nice, bright, 2nd floor apartment within walking distance to center & beach. 650 sq. ft. apartment consisting of bedroom ...
From $160 per night (USD)
VRBO
From $972 per night (USD)
Expedia
Brand new Ocean Heights Condominium offering waterfront living at its best with a private beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nantucket Sound Dream! New Tri-Level Ocean Heights Condominium Offering Waterfront Living at Its Best with Private Beach ...
From $972 per night (USD)
Expedia
$Brewster Cape Cod lakefront\/private beach$
Click For Pricing
VRBO
Brewster Cape Cod lakefront\/private beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This lovely home is located right on Seymour Pond and has it's own beach and dock It is on a quiet dead end street It is ...
Click For Pricing
VRBO

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