Orleans Rentals
From $3282 per night (USD)VRBO
Executive Waterfront Luxury Estate 6000 Sqft; Heated Pool; Elevator
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
This luxurious waterfront estate on a saltwater inlet, with views of Nauset Beach and the Atlantic Ocean, boasts an unsu ...
From $3282 per night (USD)VRBO
From $736 per night (USD)VRBO
Pleasant Bay Beachfront Property Plus!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The owners refer to this one-of-a-kind property as Pleasant Plus. This unique beachfront home and certified wildlife hab ...
From $736 per night (USD)VRBO
From $572 per night (USD)VRBO
Walk to Skaket Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Located less than half a mile from Skaket Beach, this 4 bedroom/2 bathroom home is great for one or two families! Pet f ...
From $572 per night (USD)VRBO
From $1189 per night (USD)VRBO
5 Bdrms - 5 Mins to Nauset, Hear the Atlantic from the Screened-in Farmers Porch
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
"The house was beautiful, we would definitely stay again. Great communication." "Top Shelf property - everything about t ...
From $1189 per night (USD)VRBO
From $663 per night (USD)VRBO
4 Minute Walk to Nauset Beach, w/ AC, & Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This home is represented by Nauset Rental, a local vacation rental management company. Classic Nauset Heights! Walk to ...
From $663 per night (USD)VRBO
From $402 per night (USD)VRBO
Close To World Class Beaches And Village
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Sprawling 5 Bedroom Vacation Home Sleeps 12, Pet Friendly. Squeaky clean listing close to beaches, town, and bike path. ...
From $402 per night (USD)VRBO
From $491 per night (USD)VRBO
Pristine Cottage: EV charger, AC, outdoor shower+ firepit, walk to Bakers Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Joy Cottage! Our Cozy Cape Cod cottage is tucked away in the woods, within walking distance to Bakers Pond in ...
From $491 per night (USD)VRBO
From $576 per night (USD)VRBO
Town Cove Access, 3 Bed in East Orleans
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 12
Prime location; Nauset Beach 2.6 Miles Skaket Beach 2.9 Miles Downtown Orleans 1 Mile Bike Path 1 Mile This three be ...
From $576 per night (USD)VRBO
From $921 per night (USD)VRBO
5 Min Walk to Nauset Beach, Saltwater Heated Pool & Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
*BOOKING NOW FOR FALL 2025 AND SPRING/SUMMER 2026 -- SUMMER 2025 FULLY BOOKED OUT!* In-Ground Saltwater Heated Pool & ...
From $921 per night (USD)VRBO
From $1594 per night (USD)Expedia
Fabulous Family CapeHouse, with Views, Beach and Dock!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
This sprawling family beach home is perfectly located on a hilltop with 3.5 acres overlooking Pleasant Bay in South Or ...
From $1594 per night (USD)Expedia
From $1323 per night (USD)VRBO
Piece of Paradise: 054-OL Magnificent Orleans Estate w/Pool, Tennis, Assoc. Beach on Pleasant Bay
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This property is professionally managed by Pretty Picky Properties Magnificent Orleans Estate w/Pool, Tennis, Assoc. Do ...
From $1323 per night (USD)VRBO
From $963 per night (USD)Expedia
Pochet Association - Nauset Beach Access - Central Air (2161)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Situated in the desirable private Pochet Association area of East Orleans, this spacious four bedroom Cape Cod home make ...
From $963 per night (USD)Expedia
From $884 per night (USD)VRBO
Sea Mist: 029-OS Contemporary Cape Classic with Heated Salt Water Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
East Orleans Contemporary Cape Classic with Heated Pool Rents Friday to Friday during peak season Linens Included, Beds ...
From $884 per night (USD)VRBO
From $448 per night (USD)VRBO
**** FALL SPECIAL: SEPTEMBER/OCTOBER is DISCOUNTED! Beautiful Cape Cod Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Close to the beaches, our 3 bedroom, 2 bath home, With the Wind, is your personal retreat. Walk to baseball games or dow ...
From $448 per night (USD)VRBO
From $443 per night (USD)VRBO
Ultimate Cape Cottage: 040-O Updated Cottage with Heated Pool, Close To Nauset Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This property is professionally managed by Pretty Picky Properties. Updated Cottage with Heated Pool, Close To Nauset B ...
From $443 per night (USD)VRBO
From $1996 per night (USD)Expedia
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 20
This fabulous new built home, nestled in the heart of East Orleans, is conveniently located a 2 minute walk from both th ...
From $1996 per night (USD)Expedia
From $561 per night (USD)VRBO
Under 1 Mile to Nauset Beach (2245)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This home has the makings for your ideal Cape Cod vacation! Situated in East Orleans just moments from scrumptious dini ...
From $561 per night (USD)VRBO
From $867 per night (USD)VRBO
Private Beach Access, Large House in the Woods
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
A very unique haven situated on what was a private family compound with private beach on Cape Cod Bay. The beach is less ...
From $867 per night (USD)VRBO
From $352 per night (USD)VRBO
Skaket Beach Area Home Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located within a half mile of desirable Skaket Beach, is this lovingly designed and decorated home that has a special am ...
From $352 per night (USD)VRBO
From $287 per night (USD)VRBO
A comfortable house in a quiet neighborhood, but close to EVERYTHING Cape Cod.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming location just across the road from Baker's Pond. The house is spacious with beautiful hardwood floors throughou ...
From $287 per night (USD)VRBO
From $764 per night (USD)VRBO
Waterfront E Orleans! Panoramic views, Dock, Central heating, kayaks, go to the store
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Light filled, four bedroom, 2½ bath (plus outdoor shower), fully air-conditioned house with fabulous close-in water view ...
From $764 per night (USD)VRBO
From $593 per night (USD)Expedia
East Orleans Waterview Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Immaculate home sleeps 6 in a private location with beautiful water views. Tastefully decorated and spotless, this 1600 ...
From $593 per night (USD)Expedia
From $1434 per night (USD)VRBO
Beam Reach: 137-O Orleans Oasis on Pleasant Bay, Estate with 2 homes & heated pool
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
This property is professionally managed by Pretty Picky Properties. Orleans Oasis on Pleasant Bay, 2 Homes and Heated P ...
From $1434 per night (USD)VRBO
From $917 per night (USD)VRBO
close to town and Nauset beach, EV charger, air conditioning, outdoor shower.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Our Cozy Cape Cod home is tucked away in the woods, within walking distance to Bakers Pond in Orleans, MA and boarders N ...
From $917 per night (USD)VRBO
From $517 per night (USD)VRBO
Comfortable, Cozy & Spacious Orleans Cottage on Quiet Road & Close to Everything
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
After a week in this house, you will never want to go back to reality - but at least when you go back you will be refres ...
From $517 per night (USD)VRBO
From $499 per night (USD)VRBO
Charming Restored Cottage near Nauset Beach, The Summer House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our cottage was originally built in 1941 and has been completely and lovingly restored with vintage white beadboard ceil ...
From $499 per night (USD)VRBO
From $1883 per night (USD)VRBO
Waterfront. Private beach. Pool. Estate has it all!!
- Bedrooms:
- 5
- Bathrooms:
- 9
- Sleeps:
- 19
Chosen by Cape Cod Life magazine as one of the Top Ten places to stay on Cape Cod. Our waterfront estate now has a gorg ...
From $1883 per night (USD)VRBO
From $673 per night (USD)VRBO
Coastal Chic sunny and private in East Orleans \"center\" w bed/bath rebuild 2024
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A great little walk to East Orleans Center with ice cream, a gourmet Farm Market, 3 wonderful restaurants, one of a ki ...
From $673 per night (USD)VRBO
From $1565 per night (USD)VRBO
A Wave From It All: 227-O Overlooks Nauset Beach/Atlantic, Heated Pool, Hot Tub & Fire-pit
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This home is professionally managed by Pretty Picky Properties Grand Villa Overlooks Nauset Beach & the Atlantic, Heat ...
From $1565 per night (USD)VRBO
From $804 per night (USD)VRBO
California Contemporary, Walk to Beach, 1.3 Wooded Acres
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The house is equipped with Medical Grade H13 HEPA Air Purification Filters throughout! Prestigious location within the ...
From $804 per night (USD)VRBO
From $420 per night (USD)VRBO
Rock Harbor Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Immaculate and beautifully renovated three bedroom home just 1/2 mile to both Orleans Main Street and Rock Harbor. This ...
From $420 per night (USD)VRBO
From $588 per night (USD)VRBO
Chestnut Grove - Secluded East Orleans home with deeded beach access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This home is represented by Nauset Rental, a local vacation rental management company. This custom built Cape is perfe ...
From $588 per night (USD)VRBO
From $458 per night (USD)VRBO
Recently reno’ed private & spacious E. Orleans 3B/2B. Close to Orleans beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A great place for families! Enjoy Orleans and the Outer Cape from this newly updated home on 1.4 acres on Barley Neck. ...
From $458 per night (USD)VRBO
From $744 per night (USD)VRBO
Family Home Close to Nauset Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Salt waterfront home located in the Ocean Harbor Association in East Orleans on Cape Cod within a mile of Nauset Beach. ...
From $744 per night (USD)VRBO
From $541 per night (USD)VRBO
NEWLY RENOVATED Inviting 4BR Colonial Home Close to Town (2089)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Listen to ice chime in your glass as your enjoy sunset from the deck of this newly renovated Orleans home! First floor p ...
From $541 per night (USD)VRBO
From $490 per night (USD)Expedia
Quaint Cottage 4/10 Mile to Skaket Beach (1912)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you are looking for a perfect location on Cape Cod, this property has it all! Skaket Beach is only moments away featu ...
From $490 per night (USD)Expedia
From $645 per night (USD)VRBO
Beautifully Decorated 3BR Cape - Less than .5 miles to Beach! (1945)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully decorated, recently updated home less than .5 miles to popular Skaket Beach on Cape Cod Bay! The first level ...
From $645 per night (USD)VRBO
From $326 per night (USD)Expedia
Pet-Friendly Orleans Ranch (1560)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This cozy 2 bedroom 2 bath ranch sits on a wooded lot in the heart of East Orleans. It is located a short drive to Naus ...
From $326 per night (USD)Expedia
From $310 per night (USD)VRBO
Comfortable, Pet-Friendly Orleans Home (1479)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy all the comforts of home at this 4 bedroom, 2.5 bath, pet friendly home! The first level of the home features a li ...
From $310 per night (USD)VRBO
From $504 per night (USD)Expedia
Cozy & Private Home on Pilgrim Lake! (1507)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This serene private retreat is the perfect place to relax and enjoy the beauty of nature. The waterfront landing on Pil ...
From $504 per night (USD)Expedia
From $331 per night (USD)VRBO
Pets Welcome Near Town & Bike Trail (1471)
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located beside Cedar Pond which is great for fishing, this home offers all of the privacy and convenience you could ask ...
From $331 per night (USD)VRBO
From $442 per night (USD)Expedia
Refurbished Cottage with Views of Town Cove (1038)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Two free lobsters included! This recently renovated 2 bedroom, 1 bath cottage is nicely appointed in a prime East Orlean ...
From $442 per night (USD)Expedia
From $437 per night (USD)VRBO
Charming Saltbox Close To Skaket Beach & OrleansTown Center (1215)
- 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 $437 per night (USD)VRBO
From $1398 per night (USD)Expedia
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 21
This warm and inviting 7 bedroom, 4 bath home sprawls over 4 stories of comfortable rooms with spacious, open living are ...
From $1398 per night (USD)Expedia
From $646 per night (USD)VRBO
Ideal Rental in Orleans Sleeps up to 10
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Ideal Rental in East Orleans Sleeps Up To 10 This is an amazing vacation rental with so many wonderful amenities. Arriv ...
From $646 per night (USD)VRBO
From $324 per night (USD)Expedia
Cozy Home in Quiet & Convenient Area (1140)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Tucked away on a peaceful wooded lot, this comfortable and pet-friendly 3-bedroom, 2-bath home offers the perfect balanc ...
From $324 per night (USD)Expedia
From $415 per night (USD)VRBO
Expansive Home by Orleans Town Landing (1086)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious and comfortable 2-story contemporary home sits on a wooded lot within a short distance to a public boat ra ...
From $415 per night (USD)VRBO
From $542 per night (USD)Expedia
Five Bedrooms Plus a Fully Equipped Game Room (2085)
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 18
Enjoy over-sized fun in this Orleans vacation rental! 5 bedrooms/3.5 baths tucked in close to Nickerson State Park hikin ...
From $542 per night (USD)Expedia
From $707 per night (USD)VRBO
Family Vacation Dream! Firepit, Outdoor Kitchen & Central AC
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
An immaculate 3 bedroom, 3 full bath home on a beautiful private acre in Orleans, this home is perfect for families and ...
From $707 per night (USD)VRBO
From $1602 per night (USD)VRBO
Enchanting Waterfront Summer Escape on Pleasant Bay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Beautiful Pleasant Bay waterfront vacation home with 180 degree unobstructed views of the Pleasant Bay estuary. This vac ...
From $1602 per night (USD)VRBO
From $675 per night (USD)VRBO
Your perch to the Cape's best ocean view with private Nauset access for 8!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your private and peaceful post and beam home looks out from every room, including a screened dining porch and an eye-pop ...
From $675 per night (USD)VRBO
From $500 per night (USD)VRBO
Central AC, Spacious, 5-level, beautiful home, near lakes and beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Central Air- conditioned - 4 Bedroom, 5 level home in Orleans, Cape Cod. Within walking distance Crystal Lake offers f ...
From $500 per night (USD)VRBO
From $1573 per night (USD)VRBO
The Meeting House: 023-O Private Orleans resort-style compound: heated pool/spa, fire pit & cabana
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This property is professionally managed by Pretty Picky Properties. Private Orleans resort-style compound with heated p ...
From $1573 per night (USD)VRBO
From $654 per night (USD)VRBO
Walk to Crystal Lake; private Pickleball, Tennis Court; Basketball Hoop
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
•Charming house that was originally an 1820 two room schoolhouse that has been added onto and modernized over the years. ...
From $654 per night (USD)VRBO
From $621 per night (USD)VRBO
Skaket Beach - 4 BR/3 BA - Post and Beam Walk to Skaket
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Antique, four-bedroom, post and beam, dream house. Short, three-tenths-mile walk to Skaket Beach, one mile to center of ...
From $621 per night (USD)VRBO
From $737 per night (USD)Expedia
Arts and Crafts Style with Modern Amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, sunny, open, 2,300 square foot newly renovated Arts and Crafts style beach home with charming décor, hardwood ...
From $737 per night (USD)Expedia
From $412 per night (USD)VRBO
Association Access to Nauset Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location! Location! Location! Traditional Cape in the desirable Nauset Heights area of Orleans. Ocean views. Short wa ...
From $412 per night (USD)VRBO
From $1464 per night (USD)VRBO
Oceanfront, Spectacular Views, Nauset Beach
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 16
Perched on the edge of Nauset Heights bluff overlooking Nauset Beach and the Atlantic ocean the Rabbit Bluff compound wi ...
From $1464 per night (USD)VRBO
From $807 per night (USD)VRBO
Gorgeous Waterfront Property
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This cozy, three bedroom home sits on a hill overlooking a pond, a creek, and Little Pleasant Bay, with water views on t ...
From $807 per night (USD)VRBO
From $263 per night (USD)VRBO
Amazing location! Quiet, picturesque neighborhood!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully redone Cape Cod house in Orleans. Open floor plan, expansive living room including gas fire place. Open ful ...
From $263 per night (USD)VRBO
Click For PricingVRBO
Private Orleans Home on the Water (1098)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This extremely private classic Cape Cod home is situated on 3.5 acres is perched on a bluff overlooking Little Pleasant ...
Click For PricingVRBO
From $3443 per night (USD)Expedia
\"Second Wind\" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 24
This property is professionally managed by Pretty Picky Properties. "Second Wind" - An Orleans Estate with large heated ...
From $3443 per night (USD)Expedia
From $2572 per night (USD)VRBO
Private Estate, heated pool, outdoor Livingroom, kitchen, 11 bedrooms, sleeps 20
- Bedrooms:
- 8
- Bathrooms:
- 11
- Sleeps:
- 20
This property is owned and managed by Brianna Seppala Broker/owner of BEACHSIDE PROPERTIES- Family vacation with comfort ...
From $2572 per night (USD)VRBO
From $246 per night (USD)Expedia
Fantastic Home by Eldridge Park!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 15566 - Firebird Fanfare: Fantastic Home by Eldridge Park! The Space: Orleans, home to world famous Nauset Bea ...
From $246 per night (USD)Expedia
From $2230 per night (USD)VRBO
Beautiful 1770 historic home, 7 bedrooms all ensuite, hot tub, pets welcome
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
New for 2023, The Parson's House is an historic and stunning seven-bedroom home all with full ensuite bathrooms, a desig ...
From $2230 per night (USD)VRBO
From $541 per night (USD)Expedia
Less than .5 Miles to Rock Harbor!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: 15564 - Rock Harbor Rendezvous: Less than .5 Miles to Rock Harbor! The Space: Hear the seagulls calling in the ...
From $541 per night (USD)Expedia
From $449 per night (USD)VRBO
Family/Pet Friendly - 1.6 miles to Skaket Beach and 3.4 miles to Nauset Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This single level family and pet friendly home is located in a quiet neighborhood within a 5 minute walking distance to ...
From $449 per night (USD)VRBO
From $520 per night (USD)Expedia
Captain's Quarters by Nauset Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Captain's Quarters, brought to you by The Heart of Cape Cod, is a quintessential 3 bedroom Cape Cod cottage which is wal ...
From $520 per night (USD)Expedia
From $426 per night (USD)VRBO
Nestled by Nauset
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful newly renovated Cape home nestled in a quiet neighborhood, close to Nauset Beach and Orleans Town Center with ...
From $426 per night (USD)VRBO
From $488 per night (USD)Expedia
Seaside Escape-Art-filled 2 Bd on Cove w/Dock Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Brought to you by Heart of Cape Cod, Seaside Escape is a beautifully renovated cottage on Town Cove in Eastham. Start yo ...
From $488 per night (USD)Expedia
From $674 per night (USD)VRBO
Peaceful Nauset Beach Sanctuary
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Imagine driving down a quiet private dirt road behind one of the nicest beaches on Cape Cod. Enter the property through ...
From $674 per night (USD)VRBO
From $478 per night (USD)Expedia
Close to Barley Neck Landing!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: 15570 - Barley Neck Beach House: Close to Barley Neck Landing! The Space: Escape to the Cape, and enjoy the pe ...
From $478 per night (USD)Expedia
Click For PricingVRBO
Walk to the association beach at Little Pleasant Bay from this updated cozy cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Walk to the association beach at Little Pleasant Bay from this updated cozy cottage. Sleeping 4 - this rental has 2 upst ...
Click For PricingVRBO
From $280 per night (USD)Expedia
Cozy apartment in a quiet wooded neighborhood, just 2 miles from Nauset Beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This apartment has all the amenities you will need. Orleans is a very nice town with Restaurants and shopping. We also ...
From $280 per night (USD)Expedia
From $378 per night (USD)VRBO
Walk to Beach, Home with Central A/C. Private Acre+ Lot
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Walking distance to one of the most beautiful ocean beaches on Cape Cod , this beautiful, freshly remodeled Cape home si ...
From $378 per night (USD)VRBO
From $1310 per night (USD)Expedia
Luxurious 5-Bedroom Retreat with Heated Pool & Hot Tub – Walk to Water!: 013-OP
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This property is professionally managed by Pretty Picky Properties Luxurious 4-Bedroom Retreat with Heated Pool & Hot ...
From $1310 per night (USD)Expedia
From $617 per night (USD)VRBO
South Cottage: 2285-H Waterfront, Six Bedrooms, Free Boating Bonus!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 11
This home is professionally managed by Pretty Picky Properties Waterfront, Six Bedrooms, Free Boating Bonus! NEW Listi ...
From $617 per night (USD)VRBO
From $248 per night (USD)Expedia
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, perfect ...
From $248 per night (USD)Expedia
From $361 per night (USD)VRBO
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 Cod re ...
From $361 per night (USD)VRBO
From $1904 per night (USD)VRBO
Private Beach 6 Bedroom Newly Renovated!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
One of a kind, 6-bedroom estate situated on a small neighborhood beach on Little Pleasant Bay. The Home sits on 4 acres ...
From $1904 per night (USD)VRBO
From $516 per night (USD)VRBO
Close to Beaches: Gem w/ Yard & Sunroom in Orleans
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Families Welcome | Multiple Living Spaces | 2 Mi to Nauset Beach Embark on your dream East Coast getaway and stay at th ...
From $516 per night (USD)VRBO
From $412 per night (USD)Expedia
Orleans Beach Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Spacious 2 bedroom home close to Nauset Beach! Central ac. Nice sized kitchen with eat in area. Living room off kitchen ...
From $412 per night (USD)Expedia
Click For PricingVRBO
Peaceful and private vacation rental on the pond!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Peaceful and private vacation rental on the pond! This charming 3 bedroom (king, queen, full), 3 bathroom home in Orlean ...
Click For PricingVRBO
Click For PricingExpedia
Child Friendly, Charming 3-Bedroom Cape in Unbeatable Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to "1-Mile House", where everything you could ever need is only 1 mile away! Skaket Beach (best sunsets), Eldrid ...
Click For PricingExpedia
From $366 per night (USD)VRBO
Pondfront, 1 Mile to Nauset Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 15582 - Calm Waters: Pondfront, 1.4 Miles to Nauset Beach! The Space: Along the serene shores of Uncle Harvey’ ...
From $366 per night (USD)VRBO
From $3483 per night (USD)Expedia
ON PLEASANT BAY - TOPSIDE MAIN HOUSE
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Located in Orleans, this 4-bedroom, 3.5-bathroom vacation home lets you experience it all. Fans of nature and the out ...
From $3483 per night (USD)Expedia
From $505 per night (USD)VRBO
Charming home steps to beach, includes 2 full units with patio, grill, & views
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Nauset Beach Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $505 per night (USD)VRBO
From $510 per night (USD)Expedia
Walk to Rock Harbor Beach from your spacious Orleans coastal retreat
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious Orleans Home Near Rock Harbor – Ideal for Families & Groups Welcome to your Cape Cod escape! This spacious 5 b ...
From $510 per night (USD)Expedia
From $568 per night (USD)VRBO
Nauset Harbor Cottage: 112-O Charming Coastal Retreat with Breathtaking Views – East Orleans
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This property is professionally managed by Pretty Picky Properties. Charming Coastal Retreat with Breathtaking Views – ...
From $568 per night (USD)VRBO
From $485 per night (USD)Expedia
Nauset Garden: 043-ON Atlantic Ocean Views, Private Steps to Nauset Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This home is professionally managed by Pretty Picky Properties. Atlantic Ocean Views, Private Steps to Nauset Beach Sl ...
From $485 per night (USD)Expedia
From $258 per night (USD)VRBO
Pet Friendly, Minutes to Beaches, Golf, Dining, Shopping, With Linens (2396)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to this inviting and cozy short-term rental apartment, tucked away in a peaceful neighborhood on a quiet dead-en ...
From $258 per night (USD)VRBO
From $273 per night (USD)Expedia
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, Dog Friendly! The Space: Welcome to Peaceful Ret ...
From $273 per night (USD)Expedia
From $1094 per night (USD)VRBO
Oasis near beach, Pool, large yard, and airy kitchen!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 15579 - Poolside Retreat: Oasis near beach, Pool, large yard, and airy kitchen! The Space: Welcome to Poolside ...
From $1094 per night (USD)VRBO
From $1545 per night (USD)Expedia
Luxurious 5BR central Cape home w/ a pool, hot tub, home gym, kayaks & SUPs
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Take Me To The River Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $1545 per night (USD)Expedia
From $391 per night (USD)VRBO
Town Cove Cottage: 056-OT Charming Waterfront Cottage on Town Cove – Orleans
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This property is professionally managed by Pretty Picky Properties. Charming Waterfront Cottage on Town Cove – Orleans ...
From $391 per night (USD)VRBO
From $355 per night (USD)Expedia
Petite Antique, location, location, location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**Location Location Location** Nestled in the historic district of Orleans, our charming little cottage is perfectly s ...
From $355 per night (USD)Expedia
From $674 per night (USD)VRBO
Cheery home in private setting 4 mins to Nauset Beach and Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Country Breeze Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $674 per night (USD)VRBO
From $565 per night (USD)Expedia
Cozy home close to the beach with deck, porch, W/D, & foosball table
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Pochet Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $565 per night (USD)Expedia
From $1930 per night (USD)VRBO
New 2025 Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
*ONLY ONE 2025 SUMMER WEEK LEFT - BOOKING NOW FOR FALL 2025 AND SPRING/SUMMER 2026!* Welcome to your own private paradis ...
From $1930 per night (USD)VRBO
From $664 per night (USD)VRBO
Skaket Beach - Beachfront Property
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our bright, beautiful waterfront condo located directly on Skaket Beach. A perfect family vacation spot, yo ...
From $664 per night (USD)VRBO