Orleans Rentals
- From $407 per night (USD)
VRBO
Nicely Renovated East Orleans Area Home Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Newly Refurbished home ideally located within a half mile of East Orleans shops, market, restaurants and marina. This h ...
From $407 per night (USD)VRBO
- From $1066 per night (USD)
VRBO
Sprawling Water View as Beautiful as this East Orleans Property
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Absorb the beauty of this expansive home and exquisite panoramic view of Nauset Estuary. From the private association b ...
From $1066 per night (USD)VRBO
- From $445 per night (USD)
VRBO
3\/10 mi to Mill Pond and Nauset Inlet
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This Cape Cod home is perfect for the beach lover, boater, kayaker or paddle boarder with proximity to Mill Pond and boa ...
From $445 per night (USD)VRBO
- From $723 per night (USD)
VRBO
On the Shore of Town Cove
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Located right on the shore of beautiful Town Cove in Orleans. This family home has 4 bedrooms 2 baths and a view of the ...
From $723 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Updated Vacation Home Close to Town and Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Decorated with an eye for coastal living, this stylish, comfortable, and convenient Cape Cod vacation home is just minut ...
From $342 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Nauset Heights - The Ocean At Your Doorstep!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
CA Classic Cape Cod Rustic Jewel! Enjoy the tranquility of this extraordinary location with private access to Nauset Bea ...
From $600 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Adorable home in the heart of East Orleans!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This cozy home is located in the town of East Orleans within walking distance to Nauset Farms, Whisk Breakfast & Lunch C ...
From $300 per night (USD)VRBO
- From $1285 per night (USD)
VRBO
Executive Waterfront Luxury Estate 6000 Sqft; Heated Pool; Elevator
- Bedrooms:
- 7
- 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 $1285 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Rock Harbor Beach Haven
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful split ranch is only .5 miles to Rock Harbor Beach and Marina and Capt. Cass Seafood for fabulous lobster ...
From $395 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Orleans Beach Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sunny and cozy cottage is just 2/10 mile from Priscilla Beach in East Orleans. This charming home offers a full length ...
From $342 per night (USD)VRBO
- From $829 per night (USD)
VRBO
Pleasant Bay Beachfront Property Plus!
- Bedrooms:
- 5
- 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 $829 per night (USD)VRBO
- From $671 per night (USD)
VRBO
SPACIOUS 5 BR SOUTH ORLEANS HOME NEAR BEACHES, GOLF & MORE IN BEAUTIFUL CAPE COD
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to 10 Granny's Lane, a lovely expanded Cape situated minutes away from Nauset, Skaket and Pleasant Bay not to m ...
From $671 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Walk to Skaket Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Located at 12 Gull Lane, this 4 bedroom/2 bathroom home is great for 1 or 2 families. Very kid-friendly, clean and comf ...
From $450 per night (USD)VRBO
- From $1070 per night (USD)
VRBO
Hear the Song of the 'Summer Breeze' and 'You'll Feel Fine'
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled in East Orleans, Summer Breeze Cottage offers a quintessential Cape Cod getaway just 2 miles from Nauset Beach. ...
From $1070 per night (USD)VRBO
- From $1100 per night (USD)
VRBO
5 BR\/4 bath w\/heated pool .2 miles to Nauset Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
A truly special home that feels like a resort, and is just a stone's throw from popular Nauset Beach. No paying for par ...
From $1100 per night (USD)VRBO
- From $226 per night (USD)
VRBO
Cozy Cottage Overlooking Rock Harbor Creek
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy Orleans bungalow with quintessential Cape Cod charm in historic Rock Harbor. Immaculately restored with granite cou ...
From $226 per night (USD)VRBO
- From $1159 per night (USD)
VRBO
4 Minute Walk to Nauset Beach, w\/ AC, & Ocean View
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This home is represented by Nauset Rental, a local vacation rental management company. Classic Nauset Heights! Walk to ...
From $1159 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Pristine Cottage in Orleans: AC, outdoor shower+ firepit, walk to Bakers Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Joy Cottage! Our Cozy Cape Cod cottage is tucked away in the woods, within walking distance to Bakers Pond in ...
From $220 per night (USD)VRBO
- Click For Pricing
VRBO
Path to Skaket Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Contemporary home with private setting just 3/10 mile walk through a private neighborhood association path to Skaket Bea ...
Click For PricingVRBO
- From $432 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 $432 per night (USD)VRBO
- From $749 per night (USD)
VRBO
Family Tides
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Large 4 bedroom, 5 bath home sleeps 10. Convenient to Nauset Beach, Main Street Orleans, and the Cape Cod Rail Trail (1 ...
From $749 per night (USD)VRBO
- From $581 per night (USD)
VRBO
Sweetest Cottage on Pleasant Bay: Go sailing, live simply, dream extravagantly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This updated 4-bedroom 2-bathroom home has the best view on Pleasant Bay, hands down. The open floor plan is ideal for l ...
From $581 per night (USD)VRBO
- From $756 per night (USD)
VRBO
Stunning Waterfront Contemporary
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Stunning cape contemporary style waterfront home with walls of glass and panoramic salt water views from most every room ...
From $756 per night (USD)VRBO
- From $485 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 $485 per night (USD)VRBO
- From $832 per night (USD)
VRBO
Town Cove Access, 3 Bed in East Orleans
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Prime location; Nauset Beach 2.6 Miles Skaket Beach 2.9 Miles Downtown Orleans 1 Mile Bike Path 1 Mile ***15 night ma ...
From $832 per night (USD)VRBO
- From $721 per night (USD)
VRBO
Salty Dog Cottage In East Orleans With Access To Town Cove
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Take the private path down to picturesque Town Cove to walk along the water's edge and enjoy coffee in the morning or s ...
From $721 per night (USD)VRBO
- From $493 per night (USD)
VRBO
Ocean Harbor Estates with Association Dock and Tennis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful 4 bedroom home located in Ocean Harbor Estates that offers tennis, footpath to saltwater beach and boating acc ...
From $493 per night (USD)VRBO
- From $183 per night (USD)
VRBO
Cute Cottage Retreat 1\/2 Mile to Weeset Point Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the woods in the quaint village of East Orleans is this delightful cottage waiting to be enjoyed! Offering tw ...
From $183 per night (USD)VRBO
- From $1151 per night (USD)
VRBO
Magnificent Orleans Estate with Pool, Tennis, Association Dock and Beach on Pleasant Bay 054-OL
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This property is professionally managed by Pretty Picky Properties Magnificent Orleans Estate w/Pool, Tennis, Assoc. Do ...
From $1151 per night (USD)VRBO
- Click For Pricing
VRBO
Perfect Lake House for 2 Families
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 4
"The Landing" is the perfect lake house on a serene private lane close to the center of town that feels like a mountain ...
Click For PricingVRBO
- From $1800 per night (USD)
VRBO
Hilltop Views of Pleasant Bay from this Family Compound, Private Beach and Dock!
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Perfectly located on a hilltop with 3.5 acres overlooking Pleasant Bay in South Orleans, this sprawling family home, s ...
From $1800 per night (USD)VRBO
- From $227 per night (USD)
VRBO
New construction home on quiet, private waterview lot near Pleasant Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New weeks now open for summer 2023! We will provide an additional $250 discount for singles or couples -- please send a ...
From $227 per night (USD)VRBO
- From $699 per night (USD)
VRBO
Pochet Association - Nauset Beach Access - Central Air
- 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 $699 per night (USD)VRBO
- From $1450 per night (USD)
VRBO
Luxury 8 Bedroom Home w\/ Pool - 4 minutes to the beach!
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 20
This fabulous new home, nestled in the heart of East Orleans, is conveniently located a 2 minute walk from both the Naus ...
From $1450 per night (USD)VRBO
- From $950 per night (USD)
VRBO
6 1\/2 Min Walk to Nauset Beach, Saltwater Heated Pool & Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
*HEATED POOL AND HOT TUB OPEN MAY THROUGH OCTOBER - BOOK NOW AS RENTS OUT QUICKLY* In-Ground Saltwater Heated Pool & Hot ...
From $950 per night (USD)VRBO
- From $749 per night (USD)
Expedia
Contemporary Cape Classic with Heated Salt Water Pool: 029-OS
- 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 $749 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Beautiful Cape Cod home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Close to the beaches, our 3 bedroom, 2 bath home, With the Wind, is your personal retreat. Walk to baseball games or dow ...
From $308 per night (USD)VRBO
- From $1343 per night (USD)
Expedia
Private, Spacious, Pristine with Heated Pool:005-O
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Captivating in South Orleans, Spacious, Pristine wit ...
From $1343 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Updated Cottage with Heated Pool, Close To Nauset Beach; 040-O
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This property is professionally managed by Pretty Picky Properties. Updated Cottage with Heated Pool, Close To Nauset B ...
From $261 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Dog Friendly Near Asa's Landing
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bright, refreshed ranch convenient to Orleans center and 10 minutes to Nauset and Skaket beaches. Easy stroll to Town Co ...
From $250 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Under 1 Mile to Nauset Beach
- 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 $375 per night (USD)VRBO
- From $479 per night (USD)
VRBO
Nauset Beach Charmer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunny, renovated 4 bedroom 1.5 bathroom one-level cottage just 3/10 mile to Nauset Beach. This home is immaculate and is ...
From $479 per night (USD)VRBO
- From $477 per night (USD)
VRBO
Comfortable, Cozy & Spacious Orleans Cottage on Quiet Road & Close to Everything
- Bedrooms:
- 5
- 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 $477 per night (USD)VRBO
- From $389 per night (USD)
VRBO
Charming Restored Cottage near Nauset Beach, The Summer House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our cottage was originally built in 1941 and has been completely and lovingly restored with vintage white beadboard ceil ...
From $389 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Timeless Tonset Treasure
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This quintessential Cape Cod home was built in 1775 and has been in the same family for almost 200 years. Charming beyon ...
From $295 per night (USD)VRBO
- From $3000 per night (USD)
VRBO
Waterfront. Private beach. Pool. Estate has it all!!
- Bedrooms:
- 7
- 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 $3000 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Make Your Magical Summer Memories Here!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
IMAGINE SECRET PATHS THROUGH THE CEDAR GROVE (with fountain), PLAYING BOCCE, OR ENJOYING ONE OF THE 4 SITTING ROOMS in a ...
From $500 per night (USD)VRBO
- From $320 per night (USD)
VRBO
South Orleans Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Launch your canoe or kayaks across the street at Town Landing/Quanset Pond! This 2 bedroom 1.5 bath two-level property ...
From $320 per night (USD)VRBO
- Click For Pricing
VRBO
East Orleans Waterview Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Immaculate home in a private location with beautiful water views. Tastefully decorated and spotless, this 1600 square f ...
Click For PricingVRBO
- From $1304 per night (USD)
Expedia
Orleans Oasis on Pleasant Bay, Estate with 2 homes & heated pool; 137-O
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
This property is professionally managed by Pretty Picky Properties. Orleans Oasis on Pleasant Bay, 2 Homes and Heated P ...
From $1304 per night (USD)Expedia
- From $770 per night (USD)
VRBO
Pristine Cape house close to town and Nauset beach, A\/C, outdoor shower, firepit
- Bedrooms:
- 3
- 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 $770 per night (USD)VRBO
- From $599 per night (USD)
VRBO
Coastal Chic East Orleans new gorgeous rebuilt bedrooms and full bath in 2023!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A great little walk to East Orleans Center with ice cream, a gourmet Farm Market, 3 wonderful restaurants, one of a ki ...
From $599 per night (USD)VRBO
- From $400 per night (USD)
VRBO
S.Orleans, Perfect Vacation House to Relax and Unwind
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
You know you are on vacation when you first enter our meticulously maintained bright and comfortably furnished home in S ...
From $400 per night (USD)VRBO
- From $1368 per night (USD)
Expedia
Grand Villa Overlooks Nauset Beach & the Atlantic Heated Pool, Hot Tub & Gas Fire-pit: 227-O
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This home is professionally managed by Pretty Picky Properties Grand Villa Overlooks Nauset Beach & the Atlantic Heate ...
From $1368 per night (USD)Expedia
- From $673 per night (USD)
VRBO
California Contemporary, Walk to Beach, 1.3 Wooded Acres
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The house is equipped with Medical Grade H13 HEPA Air Purification Filters throughout! Prestigious location within the ...
From $673 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Rock Harbor Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Immaculate and beautifully renovated three bedroom home is just 1/2 mile to both Orleans Main Street and Rock Harbor. T ...
From $345 per night (USD)Expedia
- From $715 per night (USD)
VRBO
Private Beach Access, Large House in the Woods
- Bedrooms:
- 3
- 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 $715 per night (USD)VRBO
- From $402 per night (USD)
VRBO
Central AC, Spacious, 5-level, beautiful home, near lakes and beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Central Air- conditioned - 4 Bedroom, 5 level home in Orleans, Cape Cod. Within walking distance Crystal Lake offers f ...
From $402 per night (USD)VRBO
- From $591 per night (USD)
VRBO
Chestnut Grove - Secluded East Orleans home with deeded beach access
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This home is represented by Nauset Rental, a local vacation rental management company. This custom built Cape is perfe ...
From $591 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Wonderful E. Orleans Vacation Home! Close to Nauset and Skaket 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 $360 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Family Home Close to Nauset Beach
- Bedrooms:
- 3
- 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 $650 per night (USD)VRBO
- From $1567 per night (USD)
Expedia
5-BR Beach House Directly On Nauset Beach, Best Views on the East Coast; 017-O
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This home is professionally managed by Pretty Picky Properties. Oceanfront 5-BR Beach House Directly On Nauset Beach wi ...
From $1567 per night (USD)Expedia
- From $227 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 $227 per night (USD)VRBO
- From $692 per night (USD)
VRBO
Waterfront E Orleans! Panoramic views, Dock, Central heating, kayaks, go to the store
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Light filled, four bedroom, 2½ bath (plus outdoor shower), fully air-conditioned house with fabulous close-in water view ...
From $692 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Create Unforgettable Memories At This 5BR Orleans Home w\/ Private Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
It's the best of all worlds at this unique Orleans home with heated pool and close to Rock Harbor. The property is ideal ...
From $900 per night (USD)VRBO
- From $500 per night (USD)
VRBO
A Beautiful Cape Cod Escape!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Relax in the privacy of this centrally located home in South Orleans only minutes from Nauset Beach, Skaket Beach, and s ...
From $500 per night (USD)VRBO
- From $1295 per night (USD)
VRBO
Renovated Waterfront Home w\/Endless Views! Pets Considered.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Please enquire about multiple week discounts. Linens and beach chairs provided by owner! This secluded waterfront 4+ b ...
From $1295 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Comfortable, Pet-Friendly Orleans Home
- Bedrooms:
- 3
- 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 liv ...
From $200 per night (USD)VRBO
- Click For Pricing
VRBO
Walk to Nauset from this Cozy Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This cozy one bedroom cottage is bright and airy and a great getaway for any couple. The cottage has newer furniture, du ...
Click For PricingVRBO
- Click For Pricing
VRBO
4-Bdrm Orleans Custom Home near Kent's Point and Crystal Lake
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Nestled in a peaceful and private location, this stunning, custom home is situated at the end of a cul-de-sac offering s ...
Click For PricingVRBO
- From $243 per night (USD)
VRBO
Classic Cape Home In Beautiful Orleans
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A classic Cape home with modern amenities for your comfort, this house is a wonderful home base for your Cape Cod vacati ...
From $243 per night (USD)VRBO
- From $358 per night (USD)
VRBO
Cozy & Private Home on Pilgrim Lake!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This serene waterfront setting has amazing views from this 3 bedroom Orleans home. Bring or rent kayaks, paddle boards & ...
From $358 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Pets Welcome Near Town & Bike Trail
- 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 $200 per night (USD)VRBO
- From $258 per night (USD)
VRBO
Beautiful Updated East Orleans Rental
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This a lovely well kept home in East Orleans that sleeps eight very comfortably. It sits on a pretty lot in a quiet nei ...
From $258 per night (USD)VRBO
- From $308 per night (USD)
VRBO
Refurbished Cottage with Views of Town Cove
- 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 Orleans ...
From $308 per night (USD)VRBO
- From $300 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 $300 per night (USD)VRBO
- From $429 per night (USD)
VRBO
NEWLY RENOVATED Inviting 4BR Colonial Home Close to Town
- 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! NEW for 2022 ...
From $429 per night (USD)VRBO
- Click For Pricing
VRBO
Quaint Cottage 4\/10 Mile to Skaket Beach
- 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 ...
Click For PricingVRBO
- From $486 per night (USD)
VRBO
Beautifully Decorated 3BR Cape - Less than .5 miles to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully decorated, recently updated home within walking distance to popular Skaket Beach on Cape Cod Bay! The first ...
From $486 per night (USD)VRBO
- From $256 per night (USD)
VRBO
Pet-Friendly Orleans Ranch
- 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 $256 per night (USD)VRBO
- From $1259 per night (USD)
VRBO
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 $1259 per night (USD)VRBO
- From $1318 per night (USD)
Expedia
Private Orleans resort-style compound: heated pool\/spa, fire pit & cabana 023-O
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
This property is professionally managed by Pretty Picky Properties. Private Orleans resort-style compound with heated p ...
From $1318 per night (USD)Expedia
- From $621 per night (USD)
VRBO
Walk to Crystal Lake; private Pickleball, Tennis Court; Basketball Hoop
- Bedrooms:
- 4
- 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 $621 per night (USD)VRBO
- From $543 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 $543 per night (USD)VRBO
- From $443 per night (USD)
VRBO
Five Bedrooms Plus a Fully Equipped Game Room
- Bedrooms:
- 4
- 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 $443 per night (USD)VRBO
- Click For Pricing
VRBO
Ideal Rental in Orleans Sleeps up to 10
- Bedrooms:
- 4
- 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 ...
Click For PricingVRBO
- From $271 per night (USD)
VRBO
Delightfully Located Home Near Scenic Pah Wah Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This custom designed home was recently renovated, newly furnished and tastefully decorated. It has all the comforts and ...
From $271 per night (USD)VRBO
- Click For Pricing
VRBO
Bright and Airy Nauset Heights Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Take a peek at this beautiful East Orleans home within walking distance to Nauset Beach. This lovely home is just a shor ...
Click For PricingVRBO
- From $200 per night (USD)
VRBO
Cozy Home in Quiet & Convenient Area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This nicely furnished, pet-friendly home is located on a quiet wooded lot close to the Rail Trail, center of town and Sk ...
From $200 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Amazing Views from this Beachfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This cute 2 bedroom, 2 bath waterfront condo sits on beautiful Skaket Beach in Orleans. It is a second floor, end unit w ...
From $300 per night (USD)VRBO
- From $286 per night (USD)
VRBO
Expansive Home by Orleans Town Landing
- 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 $286 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Family Vacation Dream! Firepit, Outdoor Kitchen & Central AC
- Bedrooms:
- 3
- 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 $600 per night (USD)VRBO
- From $1067 per night (USD)
VRBO
Enchanting Waterfront Summer Escape on Pleasant Bay
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 7
Beautiful Pleasant Bay waterfront vacation home with 180 degree unobstructed views of the Pleasant Bay estuary. This vac ...
From $1067 per night (USD)VRBO
- From $518 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 $518 per night (USD)VRBO
- From $343 per night (USD)
VRBO
Sunny 2 Bedroom Near Skaket Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This 2BR/2BA Orleans cottage is light and bright offering proximity to Skaket Beach! Located in a residential neighborho ...
From $343 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Private Orleans Home on the Water
- 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 ...
From $425 per night (USD)VRBO
- From $2706 per night (USD)
VRBO
\"Second Wind\" - An Orleans Estate with large heated pool, on Town Cove: 039-O; sleeps 24
- Bedrooms:
- 11
- Bathrooms:
- 10
- Sleeps:
- 24
This property is professionally managed by Pretty Picky Properties. "Second Wind" - An Orleans Estate with large heated ...
From $2706 per night (USD)VRBO
- From $1760 per night (USD)
VRBO
Private Resort, heated pool, outdoor Livingroom, kitchen, 11 bedrooms, sleeps 24
- Bedrooms:
- 6
- Bathrooms:
- 11
- Sleeps:
- 20
This property is owned and managed by Brianna Seppala Broker/owner of BEACHSIDE PROPERTIES- Family vacation with comfort ...
From $1760 per night (USD)VRBO
- From $651 per night (USD)
VRBO
Arts and Crafts Style with Modern Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, sunny, open, 2,300 square foot newly renovated Arts and Crafts style beach home with charming décor, hardwood ...
From $651 per night (USD)VRBO
- From $675 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 $675 per night (USD)VRBO