Orleans Rentals
From $601 per night (USD)VRBO
Perfect for 2 families! Private rd w/ private beach & dock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Our house was built as part of a cottage colony on the Town Cove in Eastham which is currently still known as Cedarcrest ...
From $601 per night (USD)VRBO
From $411 per night (USD)Expedia
Two-story home w/new kitchen, washer/dryer, large yard, & pool table
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Barley Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $411 per night (USD)Expedia
From $515 per night (USD)VRBO
Charming Family-Friendly Home On Beach Rd. Close To Nauset Beach & Village Ctr.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This family-friendly home is beautifully decorated with a welcoming seaside theme, has Central AC, a renovated Kitchen, ...
From $515 per night (USD)VRBO
From $321 per night (USD)VRBO
Great house for families - close to beaches, bike trail, dining!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A quiet summer home tucked off of 6A, adjacent to Nickerson State Park - great for hiking, biking, and swimming. Excelle ...
From $321 per night (USD)VRBO
From $344 per night (USD)VRBO
Truly Wonderful Cape Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cottage #4 was completely renovated for my personal use and never intended as a rental. Well a move to the West Coast c ...
From $344 per night (USD)VRBO
From $1159 per night (USD)Expedia
Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This large Cape Cod home is just off beautiful Pleasant Bay and is perfect for families, or generations of families, to ...
From $1159 per night (USD)Expedia
From $212 per night (USD)VRBO
Comfy cottage in perfect location, quiet setting
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quahog Cottage is a charming two-bedroom cottage. It is located in the Cranberry Cottages area, a traditional Cape cott ...
From $212 per night (USD)VRBO
From $251 per night (USD)VRBO
Great Location Near Cape Cod National Seashore
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We require 7 day, Saturday to Saturday reservations during summer season which runs from June 21 - 30 August. Shorter 3 ...
From $251 per night (USD)VRBO
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 $610 per night (USD)Expedia
2021 NEW CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your search for a relaxing summer, (fall, winter and spring) in the Cape, starts and ends with this beautiful, and happy ...
From $610 per night (USD)Expedia
Click For PricingVRBO
1 Mi to Nauset Beach: Upscale Orleans Home w/ Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Traditional Cape Cod-style meets modern comfort in this classic Orleans vacation rental home! The 3-bedroom, 2-bathroom ...
Click For PricingVRBO
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 $271 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 $271 per night (USD)VRBO
From $282 per night (USD)VRBO
\" The Eastham Cape House\"
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The house is on a Cul de sac and sits on a slight knoll with a large front yard dominated by shrubbery. A family friendl ...
From $282 per night (USD)VRBO
From $1063 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 $1063 per night (USD)VRBO
From $487 per night (USD)VRBO
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 ...
From $487 per night (USD)VRBO
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 $2619 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 $2619 per night (USD)VRBO
From $720 per night (USD)VRBO
Immaculately maintained, large beach home with heated swimming pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This is a beautifully maintained, comfortable home. Major attractions include (i) a large family room with large flat s ...
From $720 per night (USD)VRBO
From $738 per night (USD)VRBO
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 $738 per night (USD)VRBO
From $435 per night (USD)VRBO
Great Waterfront Property, Kayak the National Park Seashore
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A great location on the waters edge of Orleans town cove. Enjoy the inner waterways of the National Park in a Kayak fr ...
From $435 per night (USD)VRBO
From $1553 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 $1553 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 $719 per night (USD)Expedia
Live the Good Life! Heated Pool, Walk to Ocean Beaches, Sleeps 12 in 6 rooms
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
* Custom-built home in one of Orleans's most exclusive and peaceful neighborhoods * Private heated pool with infinity ed ...
From $719 per night (USD)Expedia
From $572 per night (USD)VRBO
Perfect 2000 Sq/ft Cape On Dead-end St, 5 Min To Beach & Nickerson & Rail-trail
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This full Cape was built in the 1960s by an antique home restoration tradesman. The first and second floor were built tr ...
From $572 per night (USD)VRBO
From $553 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 $553 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 $502 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 $502 per night (USD)VRBO
From $167 per night (USD)VRBO
Bike to Nauset Beach or Walk to Mill Pond!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 15533 - Beach Cruiser: Bike to Nauset Beach or Walk to Mill Pond! The Space: This quaint cottage is located i ...
From $167 per night (USD)VRBO
From $1410 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 $1410 per night (USD)Expedia
From $330 per night (USD)VRBO
Charming Sun Filled Eastham Cottage at Fort Hill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This quintessential sun filled 576 square foot Cape Cottage is located in the historic Fort Hill area. The home has bee ...
From $330 per night (USD)VRBO
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 $362 per night (USD)VRBO
Spacious Harwich Home Near Round Cove (1116)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious home is located on a quiet cul-de-sac and boasts a big, pretty lawn. Central AC added in 2022. The first ...
From $362 per night (USD)VRBO
From $320 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 $320 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 $415 per night (USD)Expedia
Rock Harbor Retreat: Reserve for Summer 2026! Beautifully decorated & landscaped
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Architecturally designed and built in 1989, this relaxed well-appointed vacation home is a perfect vacation get-away! D ...
From $415 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 $1495 per night (USD)VRBO
Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Come to your very own private resort on Cape Cod, located directly on the Cove of Nauset Harbor on the Eastham/Orleans l ...
From $1495 per night (USD)VRBO
From $504 per night (USD)VRBO
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)VRBO
From $508 per night (USD)VRBO
Central AC Modern Custom House in the heart of the Cape
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The one-acre plot overlooks a tranquil cranberry bog and Vespers Pond via sun-dappled woods, with a rustic feel of the C ...
From $508 per night (USD)VRBO
From $327 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 $327 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 $415 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 $415 per night (USD)VRBO
From $786 per night (USD)Expedia
Private Beachfront Home on Cape Cod Bay (1047)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy front-row access to Cape Cod’s world-famous sunsets from this spacious 4-bedroom, 3-bath beachfront home. Located ...
From $786 per night (USD)Expedia
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 $487 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 $487 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 $322 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 $322 per night (USD)Expedia
Click For PricingVRBO
Walk to the beach at Little Pleasant Bay from this newly decorated cottage!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Walk to Little Pleasant Bay Beach from this newly decorated pet friendly cottage. Sleeping 6 - this rental has one bedro ...
Click For PricingVRBO
From $262 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 $262 per night (USD)VRBO
From $766 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 $766 per night (USD)VRBO
From $297 per night (USD)Expedia
Dreamy Duplex Near Beach with Spacious Patio, Grill, & Outdoor Shower
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nauset Beach Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $297 per night (USD)Expedia
From $621 per night (USD)VRBO
Beautiful Home in Excellent Prime Location! All 5 Star Reviews!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Cleaning fee includes enhanced deep-sanitizing professionally completed cleaning between all guests. Click on the "As ...
From $621 per night (USD)VRBO
From $474 per night (USD)Expedia
Luxurious, Modern Walk to Water!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 15553 - Modern Serenity: Luxurious, Modern Walk to Water! The Space: Vacation on the Cape in style! Abutting c ...
From $474 per night (USD)Expedia
From $584 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 $584 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 $195 per night (USD)Expedia
Walk to Skaket Beach or Bike to Rail Trail!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 15556 - Wait n' Sea: Walk to Skaket Beach or Bike to Rail Trail! The Space: Looking for the perfect family vac ...
From $195 per night (USD)Expedia
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 $300 per night (USD)VRBO
Quaint Post & Beam near State Park and Pond
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Bright, open, contemporary post & beam 'barn' with lots of glass on a wooded lot. Deeded rights to Baker's Pond and a sh ...
From $300 per night (USD)VRBO
From $264 per night (USD)Expedia
Charming home within walking distance to Nauset Beach and National Seashore
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nauset Beach Buddy Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $264 per night (USD)Expedia
From $571 per night (USD)VRBO
Modern and Charming Home In a Great Location, East Orleans
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our home was custom built. Some features include 9' gambrel ceilings with ceiling fans in the upstairs, large bedrooms ...
From $571 per night (USD)VRBO
Click For PricingExpedia
Reconstructed History
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
*Cancellation policy at end of property description.* Vacation in splendor at this newly constructed home in East Orl ...
Click For PricingExpedia
From $912 per night (USD)VRBO
Breathtaking Home In The Pochet Association of East Orleans With Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*Cancellation policy at end of property description.* Relax and unwind in this breathtaking 4BR/2.5BA central air con ...
From $912 per night (USD)VRBO
From $655 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 $655 per night (USD)VRBO
From $458 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 $458 per night (USD)VRBO
From $1605 per night (USD)Expedia
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 $1605 per night (USD)Expedia
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 $429 per night (USD)Expedia
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 $429 per night (USD)Expedia
From $975 per night (USD)VRBO
Peaceful Setting, Minutes From Crosby Landing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
*Cancellation policy at end of property description.* Come and enjoy this spacious Brewster home near Crosby Landing. ...
From $975 per night (USD)VRBO
From $607 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 $607 per night (USD)Expedia
From $1430 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 $1430 per night (USD)VRBO
From $926 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 $926 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 $515 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 $515 per night (USD)VRBO
From $1912 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 $1912 per night (USD)VRBO
From $340 per night (USD)Expedia
Beautifully Remodeled Classic Beach Home on Cape Cod Rail Trail
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Salty One Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $340 per night (USD)Expedia
From $299 per night (USD)VRBO
Skaket Beach escape: Corner-lot home with big yard - walk to Warm Bayside Shore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Namskaket Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $299 per night (USD)VRBO
From $647 per night (USD)VRBO
Vintage Cape Cod Beach House, Magnificent Bay views, <1 Minute Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This classic Cape Cod location creates family fun without leaving the house. Views all the way to Provincetown from the ...
From $647 per night (USD)VRBO
From $503 per night (USD)VRBO
Updated Waterfront Gem on Saltwater Town Cove w/ Private Dock & Sunrise Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Bay Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $503 per night (USD)VRBO
From $332 per night (USD)Expedia
Classic Cape Cod home near beaches with yard, patio & outdoor fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Pleasant Bay Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $332 per night (USD)Expedia
From $372 per night (USD)VRBO
West-facing pure waterfront home in Orleans, overlooking Arey's Pond
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Arey's Pond Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $372 per night (USD)VRBO
From $478 per night (USD)Expedia
Classic Cape Cod beauty with patio, grill, & office - minutes to beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Cape Landing Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $478 per night (USD)Expedia
From $557 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 $557 per night (USD)VRBO
From $585 per night (USD)Expedia
Cape Cod Sunscape. Orleans
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Private and elegant space to relax, full of natural light, you can feel when you enter peace & possitive energy. Living ...
From $585 per night (USD)Expedia
From $509 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 $509 per night (USD)VRBO
From $795 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 $795 per night (USD)Expedia
From $849 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 $849 per night (USD)VRBO
From $444 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 $444 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 $326 per night (USD)VRBO
New Listing Herring Cove - Beautiful Waterfront Home on Lonnie's Pond
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This home is represented by Nauset Rental, a local vacation rental management company. Waterfront Cape Cod cottage on ...
From $326 per night (USD)VRBO
From $2011 per night (USD)VRBO
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
- Bedrooms:
- 7
- 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 $2011 per night (USD)VRBO
From $948 per night (USD)Expedia
Luxurious Waterfront Home!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: 15526 - Nautical Dream: Luxurious Waterfront Home! The Space: Orleans, Cape Cod is a picturesque town full of ...
From $948 per night (USD)Expedia
From $795 per night (USD)VRBO
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 $795 per night (USD)VRBO
From $386 per night (USD)VRBO
New construction home on quiet, private waterview lot near Pleasant Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We will provide an additional $250 discount for singles or couples -- please send a message and we'll discuss how to imp ...
From $386 per night (USD)VRBO