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Results: 283 Rentals

  • Walk to Beach, Close to Town!
    From $299 per night (USD)

    VRBO

    Walk to Beach, Close to Town!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: 15583 - Tonset Cottage: Walk to Beach, Close to Town! The Space: Escape to this charming Orleans home, per ...

    From $299 per night (USD)

    VRBO

    Details
  • Coastal Comfort Near Orleans Adventures
    From $400 per night (USD)

    Expedia

    Coastal Comfort Near Orleans Adventures

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: 15584 - Harvey's Hideaway: Coastal Comfort Near Orleans Adventures The Space: Discover the perfect Cape Co ...

    From $400 per night (USD)

    Expedia

    Details
  • 5 Min Walk to Swimmable Mill Pond, Dog Friendly!
    From $404 per night (USD)

    VRBO

    5 Min Walk to Swimmable Mill Pond, Dog Friendly!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: 15580 - Peaceful Retreat: 5 Min. Walk to Swimmable Mill Pond and Outer Beach, Dog Friendly! The Space: Wel ...

    From $404 per night (USD)

    VRBO

    Details
  • New Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!
    From $1220 per night (USD)

    Expedia

    New Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to your own private paradise in the charming Briar Woods neighborhood of Orleans, where a new heated saltwater p ...

    From $1220 per night (USD)

    Expedia

    Details
  • Charming 2-bedroom cottage in wonderful Barley Neck area of Orleans with WiFi AC
    From $484 per night (USD)

    VRBO

    Charming 2-bedroom cottage in wonderful Barley Neck area of Orleans with WiFi AC

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Charming cape cottage, 2 large bedrooms, oversized eat in kitchen, full bath, spacious living room with desk. A huge, su ...

    From $484 per night (USD)

    VRBO

    Details
  • Wonderful 2-bedroom cottage with AC and Heat in charming Orleans, MA!
    From $242 per night (USD)

    Expedia

    Wonderful 2-bedroom cottage with AC and Heat in charming Orleans, MA!

    Bedrooms:
    0
    Bathrooms:
    2
    Sleeps:
    5

    Discover this 2-bedroom cottage in Orleans. Guests find a welcoming space featuring a queen bed in the main room and 2 t ...

    From $242 per night (USD)

    Expedia

    Details
  • Luxury home located 2 min walk from Skaket Beach. Sunny, spacious and private.
    From $1737 per night (USD)

    VRBO

    Luxury home located 2 min walk from Skaket Beach. Sunny, spacious and private.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This beautiful vacation home is located just a two minute walk from the popular Skaket Beach in Orleans, MA, a quaint se ...

    From $1737 per night (USD)

    VRBO

    Details
  • Stunning Lakefront Estate with a Private Beach, Tennis Court, & Game Room!
    From $1836 per night (USD)

    VRBO

    Stunning Lakefront Estate with a Private Beach, Tennis Court, & Game Room!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Summary: Enjoy over 3,500 square feet of elegant living space on a private wooded lot. The home boasts an expansive dec ...

    From $1836 per night (USD)

    VRBO

    Details
  • One Particular Harbor - East Orleans Waterfront Vacation Haven, Sleeps 10
    From $1373 per night (USD)

    VRBO

    One Particular Harbor - East Orleans Waterfront Vacation Haven, Sleeps 10

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Experience a quintessential Cape Cod vacation in Orleans at “One Particular Harbor”. This waterfront property boasts ame ...

    From $1373 per night (USD)

    VRBO

    Details
  • Walk to Nauset Beach
    From $469 per night (USD)

    VRBO

    Walk to Nauset Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Relax on the spacious deck, rise off the sand in the outdoor shower, and unwind with a collection of books and ...

    From $469 per night (USD)

    VRBO

    Details
  • Beautiful Historic Home Within a Mile of Crystal Lake
    From $677 per night (USD)

    VRBO

    Beautiful Historic Home Within a Mile of Crystal Lake

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This amazing, refurbished Post and Beam Antique home is known as the Gould-Linnell House which was built in 1825. It is ...

    From $677 per night (USD)

    VRBO

    Details
  • 5-bedroom Cape with a pool and yard games.
    From $892 per night (USD)

    VRBO

    5-bedroom Cape with a pool and yard games.

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Five-bedroom and three-bath Cape style home with large fenced backyard and an inground pool. Various yard games are avai ...

    From $892 per night (USD)

    VRBO

    Details
  • Cheerful Home Close to Bay and Town
    From $425 per night (USD)

    VRBO

    Cheerful Home Close to Bay and Town

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This bright and cheerful home approximately one half mile from either the bay or the center of Orleans. So close to Roc ...

    From $425 per night (USD)

    VRBO

    Details
  • 4 Bedroom Meetinghouse Pond Waterfront
    From $430 per night (USD)

    VRBO

    4 Bedroom Meetinghouse Pond Waterfront

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    9

    Scenic waterfront property with tranquil water views and saltwater access all the way to Chatham. This delightful home w ...

    From $430 per night (USD)

    VRBO

    Details
  • Private Waterfront Property with Water Access to Nauset Beach
    Click For Pricing

    VRBO

    Private Waterfront Property with Water Access to Nauset Beach

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    Wonderful Family Waterfront Retreat with Scenic Water Views of Woods Cove, and Nauset Beach in Orleans to the Coast Guar ...

    Click For Pricing

    VRBO

    Details
  • Easy Walk to Scenic Kent's Point in Beautiful Orleans, MA - Pet Friendly!
    From $440 per night (USD)

    VRBO

    Easy Walk to Scenic Kent's Point in Beautiful Orleans, MA - Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Perfect for families - walk to Crystal Lake for a swim. Easy drive to bay and ocean beaches. Close to town for ...

    From $440 per night (USD)

    VRBO

    Details
  • Refurbished South Orleans Antique Home Close to Pleasant Bay
    From $525 per night (USD)

    VRBO

    Refurbished South Orleans Antique Home Close to Pleasant Bay

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    2/10th's a Mile from Pleasant Bay Warm and inviting, this remodeled antique home with marshland views is within 2/10th' ...

    From $525 per night (USD)

    VRBO

    Details
  • Pleasant Orleans cottage with quick access to ocean side & bay side beaches.
    From $373 per night (USD)

    VRBO

    Pleasant Orleans cottage with quick access to ocean side & bay side beaches.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Old style cottage providing a comfortable space for fun times on Cape Cod. Located in East Orleans, quick access to Naus ...

    From $373 per night (USD)

    VRBO

    Details
  • Sprawling Home With Private Association Lake Access (2289)
    Click For Pricing

    VRBO

    Sprawling Home With Private Association Lake Access (2289)

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    11

    Perched upon the top of a scenic hill with views overlooking Crystal Lake, this sprawling rental embodies the perfect re ...

    Click For Pricing

    VRBO

    Details
  • Spacious Orleans Apartment With Private Beach Access
    From $269 per night (USD)

    VRBO

    Spacious Orleans Apartment With Private Beach Access

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Unwind at Tom's Roost, a fully separate apartment in our home in peaceful South Orleans. Walk just 400 yards to a gorgeo ...

    From $269 per night (USD)

    VRBO

    Details
  • Charming Marsh View Home Near Rock Harbor (2286)
    Click For Pricing

    VRBO

    Charming Marsh View Home Near Rock Harbor (2286)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Start your mornings with a cup of coffee and breathtaking sunrise views over the adjacent marsh at this inviting Cape Co ...

    Click For Pricing

    VRBO

    Details
  • Mid-Century Contemporary
    From $561 per night (USD)

    Expedia

    Mid-Century Contemporary

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sunny 1960's style contemporary ranch in a gorgeous, private setting offers your perfect Cape Cod vacation! This one le ...

    From $561 per night (USD)

    Expedia

    Details
  • Custom Cape Home Near Pleasant Bay & PahWah Pond (1580)
    Click For Pricing

    VRBO

    Custom Cape Home Near Pleasant Bay & PahWah Pond (1580)

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy your next Cape Cod vacation from this custom 4 bedroom, 3 and a half bath home! It is in a quiet area of South Or ...

    Click For Pricing

    VRBO

    Details
  • Stunning Home with In-Ground Pool!
    From $726 per night (USD)

    Expedia

    Stunning Home with In-Ground Pool!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Summary: 15565 - Meeting House Meditation : Stunning Home with In-Ground Pool! The Space: Welcome to the wonders of ...

    From $726 per night (USD)

    Expedia

    Details
  • Sunny, Charming, Farmhouse - Kid Friendly
    From $745 per night (USD)

    VRBO

    Sunny, Charming, Farmhouse - Kid Friendly

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Beautiful, sunny farmhouse near the heart of Orleans, MA on Cape Cod. This is an antique home that has modern updates in ...

    From $745 per night (USD)

    VRBO

    Details
  • \The Meadow\, a Stylish and Welcoming Home only 1 Mile from Nauset Beach
    From $532 per night (USD)

    VRBO

    \"The Meadow\", a Stylish and Welcoming Home only 1 Mile from Nauset Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    "The Meadow" a place to rest and rejuvenate after an amazing day at the beach. This immaculate, spacious and open home ...

    From $532 per night (USD)

    VRBO

    Details
  • Close to Nauset Beach!
    From $454 per night (USD)

    VRBO

    Close to Nauset Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: 15562 - Surf Station: Close to Nauset Beach! The Space: The coastal breeze fills your lungs as you sip you ...

    From $454 per night (USD)

    VRBO

    Details
  • Private Path to Nauset Beach!
    From $563 per night (USD)

    Expedia

    Private Path to Nauset Beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: 15561 - Vitamin Sea: Private Path to Nauset Beach! The Space: Escape to the serenity of the Outer Cape and ...

    From $563 per night (USD)

    Expedia

    Details
  • 100 Ft to Skaket Beach!
    From $842 per night (USD)

    VRBO

    100 Ft to Skaket Beach!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Summary: 15560 - Beachin Awesome: 100 Ft to Skaket Beach! The Space: The sands from Skaket Beach spill into your d ...

    From $842 per night (USD)

    VRBO

    Details
  • Steps to Skaket Beach!
    From $642 per night (USD)

    Expedia

    Steps to Skaket Beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: 15563 - Bliss by the Bay: Steps to Skaket Beach! The Space: Sandy beaches, sunshine and sunsets are waitin ...

    From $642 per night (USD)

    Expedia

    Details
  • Private Beach - 3 bedroom
    From $876 per night (USD)

    VRBO

    Private Beach - 3 bedroom

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to The Lookout on Pleasant Bay. This remarkable property has a Deed to a private beach. The main home sleeps ...

    From $876 per night (USD)

    VRBO

    Details
  • Spacious deck with amazing view, neighborhood path to Skaket Beach, game room
    Click For Pricing

    Expedia

    Spacious deck with amazing view, neighborhood path to Skaket Beach, game room

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    The expansive deck with amazing views is great for bringing everyone together for meals, entertainment, sunset and eveni ...

    Click For Pricing

    Expedia

    Details
  • Walk 5 Minutes to Nauset Beach!
    From $472 per night (USD)

    VRBO

    Walk 5 Minutes to Nauset Beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Summary: 15557 - Beach Break: Walk 5 Minutes to Nauset Beach! The Space: Nestled within the picturesque coastal enc ...

    From $472 per night (USD)

    VRBO

    Details
  • Bed, Splash & Beyond – Coastal Comfort Awaits
    From $366 per night (USD)

    Expedia

    Bed, Splash & Beyond – Coastal Comfort Awaits

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    1 Bedroom 1 bath home sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...

    From $366 per night (USD)

    Expedia

    Details
  • Orleans Cape Cod, 3BR, Fire Pit, Central AC, 8 Min to Nauset Beach, Sleeps 10
    From $728 per night (USD)

    VRBO

    Orleans Cape Cod, 3BR, Fire Pit, Central AC, 8 Min to Nauset Beach, Sleeps 10

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Let the Cape Cod breeze clear your thoughts and the sound of birdsong reset your pace. This recently renovated Orleans r ...

    From $728 per night (USD)

    VRBO

    Details
  • Walk to Skaket Beach, Great Backyard!
    From $518 per night (USD)

    Expedia

    Walk to Skaket Beach, Great Backyard!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Summary: 15574 - Set Sail: Walk to Skaket Beach, Great Backyard! The Space: Conveniently located in Orleans, moment ...

    From $518 per night (USD)

    Expedia

    Details
  • Skaket Dream 2/10 mile to Beach!
    From $771 per night (USD)

    VRBO

    Skaket Dream 2/10 mile to Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Located just 2/10th's of a mile from bay-side Skaket Beach is this sweet 3 bedroom, 1 full bath (tub/shower combination) ...

    From $771 per night (USD)

    VRBO

    Details
  • Bayside 2/10Mi to Skaket Beach
    From $921 per night (USD)

    Expedia

    Bayside 2/10Mi to Skaket Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Four bedroom, 2 bath split level ranch-style home located just 2/10th's of a mile from beautiful bay-side Skaket Beach. ...

    From $921 per night (USD)

    Expedia

    Details
  • Artist Retreat Views of Ocean
    From $1165 per night (USD)

    VRBO

    Artist Retreat Views of Ocean

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Let nature surround you in this sprawling contemporary where an artists touch and peeks of the Atlantic Ocean are presen ...

    From $1165 per night (USD)

    VRBO

    Details
  • Sleeps 8, Minutes to Nauset Beach!
    From $446 per night (USD)

    Expedia

    Sleeps 8, Minutes to Nauset Beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: 15545 - Sweet Retreat: Sleeps 8, Minutes to Nauset Beach! The Space: Escape to the charming town of Orlean ...

    From $446 per night (USD)

    Expedia

    Details
  • Explore Downtown and Pleasant Bay!
    From $445 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 thi ...

    From $445 per night (USD)

    VRBO

    Details
  • Tonset Manor: 232-O  East Orleans Vacation Estate Includes Guest House, Heated Pool, Hot Tub
    From $1526 per night (USD)

    Expedia

    Tonset Manor: 232-O East Orleans Vacation Estate Includes Guest House, Heated Pool, Hot Tub

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    This property is professionally managed by Pretty Picky Properties. East Orleans Vacation Estate Includes Guest House, ...

    From $1526 per night (USD)

    Expedia

    Details
  • Perfectly private location w/deeded beach access!
    From $489 per night (USD)

    VRBO

    Perfectly private location w/deeded beach access!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Summary: 15572 - Mayflower Point: Perfectly private location w/deeded beach access! The Space: Hidden in the heart ...

    From $489 per night (USD)

    VRBO

    Details
  • Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!
    From $1162 per night (USD)

    VRBO

    Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    This spacious, newly renovated home offers plenty of room for everyone to relax. Just steps from Skaket Beach, no parkin ...

    From $1162 per night (USD)

    VRBO

    Details
  • Overlooking Nauset Beach
    From $808 per night (USD)

    VRBO

    Overlooking Nauset Beach

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    Located overlooking the sands of Nauset Beach, this spotless vacation home is a Cape Cod experience. Complete with 5 bed ...

    From $808 per night (USD)

    VRBO

    Details
  • Cozy Cottage Overlooking Rock Harbor Creek
    From $425 per night (USD)

    Expedia

    Cozy Cottage Overlooking Rock Harbor Creek

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Cozy Orleans one bedroom bungalow in historic Rock Harbor. Immaculately restored with granite counters and beautiful har ...

    From $425 per night (USD)

    Expedia

    Details
  • Walk to Nauset Historic Apartment/Home
    From $628 per night (USD)

    VRBO

    Walk to Nauset Historic Apartment/Home

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Listen to the waves in this historic home or walk to Nauset Beach! Home was once part of the Mayo Duck Farm and at one p ...

    From $628 per night (USD)

    VRBO

    Details
  • Ocean Harbor Estates
    From $691 per night (USD)

    Expedia

    Ocean Harbor Estates

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Beautiful 4 bedroom home located in Ocean Harbor Estates that offers tennis, footpath to saltwater association beach. A ...

    From $691 per night (USD)

    Expedia

    Details
  • Family Tides home, perfect for up to 10 guests.
    From $1078 per night (USD)

    VRBO

    Family Tides home, perfect for up to 10 guests.

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Perfect for 2 families! Large 5 bedroom, 5 bath home sleeps 10 and is convenient to Nauset Beach, Main Street Orleans an ...

    From $1078 per night (USD)

    VRBO

    Details
  • Stunning Waterfront Contemporary
    From $1055 per night (USD)

    Expedia

    Stunning Waterfront Contemporary

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Stunning cape contemporary style waterfront home with walls of glass and panoramic salt water views from most every room ...

    From $1055 per night (USD)

    Expedia

    Details
  • Walk to Nauset Historic Home
    From $628 per night (USD)

    VRBO

    Walk to Nauset Historic Home

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Walk to Nauset Beach from this wonderful home. Once part of the historic Mayo Duck Farm and a 2/10 mile walk from beauti ...

    From $628 per night (USD)

    VRBO

    Details
  • Beautiful Cape Cod Summer Home
    From $997 per night (USD)

    Expedia

    Beautiful Cape Cod Summer Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    This 3 bedroom Cape Cod features a stunning new kitchen with white cabinetry, glass tile, new stainless appliances and l ...

    From $997 per night (USD)

    Expedia

    Details
  • 5BR Coastal Retreat: Room to Spread out. Wine Bar, Hot Tub, Bikes, Game Room
    From $667 per night (USD)

    VRBO

    5BR Coastal Retreat: Room to Spread out. Wine Bar, Hot Tub, Bikes, Game Room

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Now booking October and Winter Holiday 2026. Book by the end of August for a complimentary cozy s'mores and firewood pac ...

    From $667 per night (USD)

    VRBO

    Details
  • Classic Cape Beauty in East Orleans, close to Asa's Landing & Weesit Point
    From $670 per night (USD)

    VRBO

    Classic Cape Beauty in East Orleans, close to Asa's Landing & Weesit Point

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This classic Cape beauty with center fireplace is located in the desirable Tonset area of Orleans. Enjoy nearby access t ...

    From $670 per night (USD)

    VRBO

    Details
  • Town Cove Coastal Chic
    From $747 per night (USD)

    VRBO

    Town Cove Coastal Chic

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located right on the shore of beautiful Town Cove in Orleans. This updated home has 3 bedrooms 2 1/2 baths Nicely appoi ...

    From $747 per night (USD)

    VRBO

    Details
  • Private Lake Access, Great for Families!
    From $456 per night (USD)

    Expedia

    Private Lake Access, Great for Families!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Summary: 15577 - Lakeside Retreat: Private Lake Access, Great for Families! The Space: Amidst the picturesque lands ...

    From $456 per night (USD)

    Expedia

    Details
  • Quaint cottage in Orleans, 2 bedrooms, upper deck, 2 miles to Nauset beach.
    Click For Pricing

    VRBO

    Quaint cottage in Orleans, 2 bedrooms, upper deck, 2 miles to Nauset beach.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This memorable cottage is the perfect home base for your trip to Orleans. With two cozy bedrooms and a nice bathroom, gu ...

    Click For Pricing

    VRBO

    Details
  • New 2026 A Private, Luxurious Waterfront Oasis on Town Cove in Orleans
    Click For Pricing

    VRBO

    New 2026 A Private, Luxurious Waterfront Oasis on Town Cove in Orleans

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Waterfront relaxation awaits in an idyllic setting, boasting a new patio and gas grill, spacious yard, kayaks, ...

    Click For Pricing

    VRBO

    Details
  • Steps to Rock Harbor, Fully Renovated Cape Cod Cottage
    From $448 per night (USD)

    VRBO

    Steps to Rock Harbor, Fully Renovated Cape Cod Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Rock Harbor! Nestled just steps from the picturesque Rock Harbor in Orleans, our newly renovated Cape Cod ho ...

    From $448 per night (USD)

    VRBO

    Details
  • Recently Renovated Home Close to Nauset Beach and Downtown Orleans (2326)
    From $529 per night (USD)

    Expedia

    Recently Renovated Home Close to Nauset Beach and Downtown Orleans (2326)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Discover the perfect Cape Cod retreat in this recently renovated, Nordic-inspired home, where warm minimalism meets coas ...

    From $529 per night (USD)

    Expedia

    Details
  • Just Over Half Mile to Nauset Beach - Sleeps 10
    From $1015 per night (USD)

    VRBO

    Just Over Half Mile to Nauset Beach - Sleeps 10

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Wonderful family friendly home close to Nauset Beach; one of Cape Cod's longest beaches for sunbathing, surfing and brea ...

    From $1015 per night (USD)

    VRBO

    Details
  • Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
    From $273 per night (USD)

    Expedia

    Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Well-equipped waterfront haven sleeps up to 6 on two levels next to freshwater Crystal Lake. With its enticing southern ...

    From $273 per night (USD)

    Expedia

    Details
  • This Cottage Delights in Nauset Heights. Near Mill Pond, Nauset Beach & Priscilla Beach
    From $389 per night (USD)

    VRBO

    This Cottage Delights in Nauset Heights. Near Mill Pond, Nauset Beach & Priscilla Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This charming cottage is located in the very popular Nauset Heights area within walking distance to Mill Pond, Priscilla ...

    From $389 per night (USD)

    VRBO

    Details
  • Renovated 3 Bedroom with Beautiful Marsh Views
    From $577 per night (USD)

    VRBO

    Renovated 3 Bedroom with Beautiful Marsh Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Under 1 mile to Skaket Beach The Space: This home is represented by Nauset Rental, a local vacation rental ...

    From $577 per night (USD)

    VRBO

    Details
  • Dog Friendly 3 Bedroom Near Nauset Beach
    From $430 per night (USD)

    VRBO

    Dog Friendly 3 Bedroom Near Nauset Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Wonderfully private setting offers great value The Space: *Contact us for information on long-term booking ...

    From $430 per night (USD)

    VRBO

    Details
  • Waterfront retreat, private yet minutes to town and beach. Sleeps 7, 3 bedrooms
    From $1124 per night (USD)

    VRBO

    Waterfront retreat, private yet minutes to town and beach. Sleeps 7, 3 bedrooms

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Wake up to stunning, uninterrupted views of calm, crystal-clear waters in this beautifully updated 3-bedroom home, sleep ...

    From $1124 per night (USD)

    VRBO

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  • Beautiful Waterfront Property on Lonnie`s Pond in East Orleans
    From $318 per night (USD)

    VRBO

    Beautiful Waterfront Property on Lonnie`s Pond in East Orleans

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: East Orleans Waterfront Property, Wifi, Washer/Dryer, Private dock The Space: This home is represented by ...

    From $318 per night (USD)

    VRBO

    Details
  • Crystal Lake Waterfront Haven
    From $873 per night (USD)

    Expedia

    Crystal Lake Waterfront Haven

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This beautiful 3 bedroom 2.5 bathroom Crystal Lake home has high end finishes throughout and a location that can't be b ...

    From $873 per night (USD)

    Expedia

    Details
  • 4-bedroom Vacation Home Less Than 1 Mile to Nauset Beach, AC, Fire-Pit
    From $811 per night (USD)

    VRBO

    4-bedroom Vacation Home Less Than 1 Mile to Nauset Beach, AC, Fire-Pit

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Discover our spacious four-bedroom getaway nestled in central East Orleans. It's conveniently close to breathtaking Cape ...

    From $811 per night (USD)

    VRBO

    Details
  • Crystal Lake Waterfront Cottage
    From $873 per night (USD)

    Expedia

    Crystal Lake Waterfront Cottage

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This beautifully updated 4 bedroom, 2.5 bath rambler is located on a very private waterfront lot on Crystal Lake in Orle ...

    From $873 per night (USD)

    Expedia

    Details
  • PRIVATE WATERFRONT  on Pleasant Bay.  Perfect for families
    From $1199 per night (USD)

    VRBO

    PRIVATE WATERFRONT on Pleasant Bay. Perfect for families

    Bedrooms:
    3
    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 $1199 per night (USD)

    VRBO

    Details
  • Peaceful Cape Cod retreat, 1.5mi to National Seashore
    From $758 per night (USD)

    VRBO

    Peaceful Cape Cod retreat, 1.5mi to National Seashore

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful and private setting with easy access to all that the outer cape has to offer! The living/dining room opens up ...

    From $758 per night (USD)

    VRBO

    Details
  • Spacious 5-Bedroom Retreat in the Heart of Orleans, MA
    From $653 per night (USD)

    VRBO

    Spacious 5-Bedroom Retreat in the Heart of Orleans, MA

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    The perfect location! Ten minute walk to Cape Cod Baseball...fifteen minute walk to Orleans center...five minute walk t ...

    From $653 per night (USD)

    VRBO

    Details
  • Spacious Skaket Beach Retreat
    From $951 per night (USD)

    Expedia

    Spacious Skaket Beach Retreat

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful custom 4 bedroom 3.5 bath home with high end finishes throughout is just .4 miles up the street from Skaket Be ...

    From $951 per night (USD)

    Expedia

    Details
  • Tonset Treasure with Bunk House
    From $539 per night (USD)

    VRBO

    Tonset Treasure with Bunk House

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Charming East Orleans cottage with farmer's porch and bonus bunkhouse is just minutes from Nauset and Skaket beaches! T ...

    From $539 per night (USD)

    VRBO

    Details
  • Orleans Resort Style Living with Pool and Hot Tub
    From $2314 per night (USD)

    Expedia

    Orleans Resort Style Living with Pool and Hot Tub

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    With multiple separate entry points this property is perfect for larger or multi-generational groups. Each home has priv ...

    From $2314 per night (USD)

    Expedia

    Details
  • Private, Recently Updated Home A Short Walk Down Private Path to Skaket Beach
    From $515 per night (USD)

    VRBO

    Private, Recently Updated Home A Short Walk Down Private Path to Skaket Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    This is the perfect home for your family get away. Recently remodeled and improved in 2023 with two new baths and in 201 ...

    From $515 per night (USD)

    VRBO

    Details
  • Nauset Beach Retreat! Pool w/Spa & Gas Fire Pit
    From $1275 per night (USD)

    Expedia

    Nauset Beach Retreat! Pool w/Spa & Gas Fire Pit

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Smell the sea air and listen to the soothing rhythm of the ocean at Sea Mist! A short 2/10ths of a mile from one of the ...

    From $1275 per night (USD)

    Expedia

    Details
  • Waterfront W/ AC & Magnificent View
    From $684 per night (USD)

    VRBO

    Waterfront W/ AC & Magnificent View

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Dog friendly! Minutes from the Town Center, Nauset Beach, and Skaket Beach. The Space: *Contact us for inf ...

    From $684 per night (USD)

    VRBO

    Details
  • Brilliantly updated 5 Bedroom
    From $2122 per night (USD)

    VRBO

    Brilliantly updated 5 Bedroom

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Summary: Newly updated home featuring stylish coastal finishes and furnishings. Just a short walk to Priscilla Beach. ...

    From $2122 per night (USD)

    VRBO

    Details
  • 3 Minute Walk to Nauset Beach
    From $1021 per night (USD)

    VRBO

    3 Minute Walk to Nauset Beach

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    Summary: Classic Nauset Heights beach house, wraparound deck The Space: *Contact us for information on long-term bo ...

    From $1021 per night (USD)

    VRBO

    Details
  • Coveside: Town Cove Waterfront
    From $728 per night (USD)

    Expedia

    Coveside: Town Cove Waterfront

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Overlooking Orleans Town Cove and with direct access to the water, this beautifully remodeled home is your perfect Cape ...

    From $728 per night (USD)

    Expedia

    Details
  • Experience the charm of Orleans at Skaket Beach Life
    From $528 per night (USD)

    VRBO

    Experience the charm of Orleans at Skaket Beach Life

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Charming 4 bedroom 2 bathroom home less than 1 mile to Skaket Beach! Offering comfortable living spaces and a large 3-s ...

    From $528 per night (USD)

    VRBO

    Details