Orleans Rentals
- From $617 per night (USD)
VRBO
Pamet Lands Estate - Beautiful private Truro home with pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
**Please note, the pool will be available for Rentals from June 3 2023* This secluded 5 Bedroom home has 2 dwellings co ...
From $617 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Captain's Quarters by Nauset Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This quintessential 3 bedroom Cape Cod cottage is walking distance from the calm waters of Nauset Inlet (Priscilla's La ...
From $177 per night (USD)Expedia
- Click For Pricing
Expedia
Beachy cottage with tons of character, great deck & wonderful location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Pine Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
Click For PricingExpedia
- From $515 per night (USD)
VRBO
Settle into an Authentic Cape Cod Escape With Central A\/C
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Whether you relax by the outdoor fire, stay in for a family movie night, or explore Orleans’ nearby beaches and shopping ...
From $515 per night (USD)VRBO
- From $1178 per night (USD)
VRBO
Superb, Upscale Waterfront in North Chatham: 078-C
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This Property is professionally managed by Pretty Picky Properties. Superb, Upscale Waterfront in North Chatham Sleeps ...
From $1178 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Stunning, Art-filled 2 Bd on Cove w\/Dock Access
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 5
Water and Art Lovers Dream! Dock Access on Town Cove in Amazing Art Filled Cottage! Seaside Escape is a newly renovated, ...
From $245 per night (USD)Expedia
- From $875 per night (USD)
VRBO
All Points East
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
The term stunning, doesn't begin to describe this nearly 200 year old Greek Revival home. The owners appreciate antique ...
From $875 per night (USD)VRBO
- From $182 per night (USD)
Expedia
NEW Cottage in Eastham near National Seashore
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You'll be charmed by the simple pleasures of this delightful Cape Cod cottage in Eastham. This seasonal home is the perf ...
From $182 per night (USD)Expedia
- From $557 per night (USD)
VRBO
Peaceful Nauset Beach Sanctuary
- Bedrooms:
- 2
- 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 $557 per night (USD)VRBO
- From $492 per night (USD)
VRBO
High Tide Haven - 5 minute drive to Nauset Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to High Tide Haven, an i ...
From $492 per night (USD)VRBO
- Click For Pricing
VRBO
Cape Cod - Owl Pond Retreat! Swim, bike and hike at your doorstep!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful Cape, east Brewster home set on a knoll with direct access to swimmable and serene Owl Pond. Owl Pond is surr ...
Click For PricingVRBO
- Click For Pricing
Expedia
Charming, walk to Cape Cod Bay, bike trail
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Quiet, private and lush.end of cul- de- sac, walk to Cape Cod Bay and Bike trail.large rear deck with Weber grill, TVs a ...
Click For PricingExpedia
- From $250 per night (USD)
VRBO
Cozy updated 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 ...
From $250 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Inviting apartment with patio, full kitchen, & golf nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Reynard's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $196 per night (USD)Expedia
- From $389 per night (USD)
VRBO
Refurbished South Orleans Antique Home Close to Pleasant Bay
- Bedrooms:
- 3
- 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 $389 per night (USD)VRBO
- Click For Pricing
Expedia
Centrally Located close to Beach and Town; COMPLETELY restored on the CCRT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Live in the perfect Orleans location; walk/bike out house to the CCRT, the Hog Island Brewery, the Beacon, Abroad, Sparr ...
Click For PricingExpedia
- From $481 per night (USD)
VRBO
Historic charmer on the water with a firepit, kayaks, bikes, & firepit - dogs ok
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Town Cove Oyster House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $481 per night (USD)VRBO
- From $225 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 $225 per night (USD)Expedia
- From $959 per night (USD)
VRBO
Newly Renovated Waterfront Beach House near Rock Harbor: 038-OA
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Newly Renovated Waterfront Beach House near Rock Har ...
From $959 per night (USD)VRBO
- Click For Pricing
Expedia
Charmer near the beach and trails with a yard, grill, & wood-burning fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Sea Gem Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
Click For PricingExpedia
- From $210 per night (USD)
VRBO
Sweet 2 Bdrm, Dog-Friendly Classic Cape Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Classic Cape Cod cottage built in the 1940’s showcasing the rich knotty pine wood and cottage colony grouping reminiscen ...
From $210 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Owl Pond Gem
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
~~The perfect Cape escape, close to Nickerson, beaches, and more!~~ Immerse yourself in nature in this newly liste ...
From $257 per night (USD)VRBO
- From $208 per night (USD)
VRBO
1 bedroom with den sleeps 4 in Orleans near Skaket beach
- 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 $208 per night (USD)VRBO
- From $879 per night (USD)
VRBO
Modern Contemporary Cape Cod Retreat!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to the inviting embrace of our vacation house! This charming contemporary home is a true treasure, located just m ...
From $879 per night (USD)VRBO
- From $652 per night (USD)
VRBO
Views of Eastward Ho Golf Course from the backyard!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
North Chatham gem offers views of Eastward Ho Golf Course from the backyard! Antique Cape style home that sleeps 8 peopl ...
From $652 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Orleans Cottage with Water Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Whatta-view! Lovely water views and a serene setting. Enjoy the peace, quiet and sweeping views of the water from one of ...
From $300 per night (USD)Expedia
- From $651 per night (USD)
VRBO
Modern Orleans Home with Pool, Quick Access to Bike Path and Beach: 007-OM
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is professionally managed by Pretty Picky Properties Modern Orleans Home with Pool, Quick Access to Bike ...
From $651 per night (USD)VRBO
- From $223 per night (USD)
VRBO
Antique Cottage with King Bed, Kitchen, Bath, Private Yard & Path to Arey's Pond
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Captain Seth Sparrow Cottage. Finally relax at this unique and tranquil getaway. One bedroom cottage with co ...
From $223 per night (USD)VRBO
- From $293 per night (USD)
VRBO
1850 Orleans Antique Home with path to Arey’s Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make memories at this private family and pet-friendly 3 BR Orleans antique Cape Cod home with access to Arey’s Pond. Kay ...
From $293 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Gray Gables | House in Orleans
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Gray Gables Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $277 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Lakefront retreat w\/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just-updated waterfront haven sleeps up to 6 on two levels next to freshwater Crystal Lake. With its enticing southern v ...
From $215 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Centrally located Orleans home w\/ outdoor seatiing
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This charming 3 bedroom, 1 bathroom home has all you need for a perfect stay. The home is all on one floor, allowing for ...
From $500 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Conveniently located, spacious & pet-friendly with large fenced in yard
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
The perfect place to stay and explore Cape Cod for couples, families (with kids) and groups up to 9. Dogs considered. A ...
From $400 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Harwich Retreat, Private Pool, Beach nearby, Family Home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
**The security and safety of our guests are top priorities, and we want to reassure you that all steps have been taken t ...
From $337 per night (USD)Expedia
- From $446 per night (USD)
VRBO
Beach Road pearl
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover this hidden gem Classic Cape style house located in East Orleans and situated on a private 1.19-acre knoll. The ...
From $446 per night (USD)VRBO
- From $171 per night (USD)
VRBO
Beautifully Maintained Home in South Eastham on Cul-De-Sac
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Exceptionally maintained home located close to Orleans within an easy drive to bay, ocean and fresh water beaches. The ...
From $171 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Just Over Half Mile to Nauset Beach - Sleeps 10
- Bedrooms:
- 4
- 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 $400 per night (USD)VRBO
- From $800 per night (USD)
Expedia
Beach House with Views in Nauset Heights
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nauset Heights Association - Great spot to get the beach into your bones! Priscilla Landing Inlet and Nauset Beach 2/10t ...
From $800 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Skaket Dream 2\/10 mile to the 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 home offering beautiful ...
From $550 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Recently Renovated Home Close to Nauset Beach and Downtown Orleans
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the perfect Cape Cod retreat in this recently renovated rental home. With its sizable private yard, proximity t ...
From $299 per night (USD)Expedia
- From $789 per night (USD)
VRBO
Bayside Charmer 2\/10 mile 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 $789 per night (USD)VRBO
- From $1635 per night (USD)
Expedia
Artist Retreat with Views of Nauset Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Surround yourself in nature in this cozy contemporary where an artists touch is present throughout. Enter this home into ...
From $1635 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Stunning Waterfront Property Overlooking Pleasant Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful rental home offers a serene and picturesque setting with marsh front views, water access just feet away, ...
From $500 per night (USD)VRBO
- From $579 per night (USD)
Expedia
Pristine waterfront oasis, plus game room, jacuzzi and home office!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 15571 - Walkin' on Sunshine: Pristine waterfront oasis, plus game room, jacuzzi and home office! The Space: Di ...
From $579 per night (USD)Expedia
- From $408 per night (USD)
VRBO
Sleeps 8, Minutes to Nauset Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 15545 - Sweet Retreat: Sleeps 8, Minutes to Nauset Beach! The Space: Escape to the charming town of Orleans an ...
From $408 per night (USD)VRBO
- From $184 per night (USD)
Expedia
A Contemporary Gem w\/Cape Character, Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 17746 - Turtle Cove: A Contemporary Gem w/Cape Character, Dog Friendly! The Space: Experience the best of Harw ...
From $184 per night (USD)Expedia
- From $739 per night (USD)
VRBO
Enchanting waterfront home with two decks, grill, kayaks, board games, W\/D, & AC
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
Sailor Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $739 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Located in South Orleans, near Little Pleasant Bay, spacious with 4 bedrooms and great yard
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedroom - 3 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $369 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Desirable EAST ORLEANS close to Nauset Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Well maintained 4 bedroom cape, completely renovated down to the studs. Open concept kitchen to living room. 4 good size ...
From $507 per night (USD)VRBO
- From $2871 per night (USD)
VRBO
Private Estate on Orleans Nauset Beach with Private Pool and A\/C
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 16
Luxurious 7 bedroom home with private pool and access to private beach! In East Orleans on the Atlantic, you can enjoy ...
From $2871 per night (USD)VRBO
- From $632 per night (USD)
VRBO
Exquisite in East Orleans, Walk to Nauset Beach: 043-O
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This property is professionally managed by Pretty Picky Properties. Exquisite in East Orleans, Walk to Nauset Beach Ne ...
From $632 per night (USD)VRBO
- From $416 per night (USD)
Expedia
Exclusive Neighborhood 1\/2 mi from Jackknife Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 16671 - Whitecap: Exclusive Neighborhood 1/2 mi from Jackknife Beach The Space: Experience the quintessential ...
From $416 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Less than 2 Mi to Nauset Beach, Restaurants & More
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 15516 - Nauset Wind: Less than 2 Mi to Nauset Beach, Restaurants & More The Space: Enjoy the fresh ocean breez ...
From $235 per night (USD)VRBO
- From $2194 per night (USD)
VRBO
New Listing 2024 Eastwind Estate - Luxury Home on Barley Neck in East Orleans
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to Eastwind Estate, a s ...
From $2194 per night (USD)VRBO
- From $448 per night (USD)
VRBO
2 Miles to Nauset Beach and convenient to town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 15573 - Orleans Oasis: 2 Miles to Nauset Beach and convenient to town! The Space: Your Orleans Oasis awaits, 2 ...
From $448 per night (USD)VRBO
- From $245 per night (USD)
Expedia
AC, Outdoor Shower, Minutes to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 14483 - Eastwood Dream: AC, Outdoor Shower, Minutes to Beach! The Space: Step away from the bustle of your dai ...
From $245 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Explore Downtown and Pleasant Bay!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 18836 - Sunny Escape: Explore Downtown and Pleasant Bay! The Space: Your Brewster vacation awaits, in this id ...
From $270 per night (USD)VRBO
- From $710 per night (USD)
VRBO
New Listing 2024 Azalea Oasis - East Orleans Home - 5 Minutes to Nauset Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to Azalea Oasis! This ch ...
From $710 per night (USD)VRBO
- From $465 per night (USD)
VRBO
New 2024 Barley Breeze - Six Minute Drive to Nauset Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to Barley Breeze! This ...
From $465 per night (USD)VRBO
- From $1386 per night (USD)
VRBO
Water views, private beach and spectacular sunsets from highest point in town.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
This large, beautiful home is the perfect place to stay for your next beach vacation: whether you’re hosting a big group ...
From $1386 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
East Orleans Vacation Estate Includes Guest House, Large Pool: 232-O
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
This property is professionally managed by Pretty Picky Properties. East Orleans Vacation Estate Includes Guest House, ...
From $1500 per night (USD)VRBO
- From $191 per night (USD)
Expedia
Tranquil & sunlit home with peaceful yard, large deck, & fireplace - near beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Saltwater Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $191 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Perfectly private location w\/deeded beach access!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 15572 - Mayflower Point: Perfectly private location w/deeded beach access! The Space: Hidden in the heart of M ...
From $290 per night (USD)VRBO
- From $450 per night (USD)
VRBO
4 Br - 9 Beds, Spacious E Harwich Home - Close to Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Great property for families in a quiet neighborhood, 4 bedrooms 2 baths and 9 Beds. Bright and beautiful spacious home ...
From $450 per night (USD)VRBO
- From $375 per night (USD)
VRBO
NEW! Private Home on Cape Cod Rail Trail: Family Oasis Minutes from Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
NEW! Private Family Home near Beaches & Cape Cod Rail Trail Welcome to your Cape Cod getaway! Our spacious and private ...
From $375 per night (USD)VRBO
- From $702 per night (USD)
VRBO
New 2024 Tideaway - 4 Bedroom Home in Brewster with Views of Cape Cod Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to Tideaway! This uniqu ...
From $702 per night (USD)VRBO
- From $504 per night (USD)
VRBO
Home to Make Magical Summer Memories
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
IMAGINE SECRET PATHS THROUGH THE CEDAR GROVE, PLAYING BOCCE, OR FOUR SITTING ROOMS in and around this special 4 bedroom, ...
From $504 per night (USD)VRBO
- From $932 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 $932 per night (USD)VRBO
- Click For Pricing
VRBO
Gorgeous East Orleans Home with Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This Orleans property features stunning views of Robert's Cove from almost every room in the house. This custom built ho ...
Click For PricingVRBO
- From $1136 per night (USD)
VRBO
New 2024 The Captain`s Quarters - Heated Pool Directly on Town Cove w\/ Dock
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to The Captain's Quarte ...
From $1136 per night (USD)VRBO
- From $972 per night (USD)
VRBO
Beautiful East Orleans getaway with heated pool!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Set on a private manicured acre, but only a 5-minute drive to Nauset Beach. Sick of the beach? Relax at the heated swi ...
From $972 per night (USD)VRBO
- From $749 per night (USD)
Expedia
“Compass Rose” in Orleans with Plunge Pool: 029-OC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This property is professionally managed by Pretty Picky Properties. “Compass Rose” in Orleans with Plunge Pool Sleeps ...
From $749 per night (USD)Expedia
- From $553 per night (USD)
VRBO
WATERFRONT -Topside Boathouse - Swim and Fish off the Deck !
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Topside Boathouse Drift off to sleep to the gentle rhythm of waves beneath your bedroom window. Wake to spectacular sun ...
From $553 per night (USD)VRBO
- From $1847 per night (USD)
Expedia
ON THE WATER Topside Main House on Pleasant Bay. Sleeps 8, 3.5 baths.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Right on the Water - Built by the present owner's grandfather in the 1930's, this home is as close to the water as you c ...
From $1847 per night (USD)Expedia
- From $534 per night (USD)
VRBO
Walk to Beach, Home with Central A\/C. Private Acre+ Lot
- Bedrooms:
- 3
- 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 $534 per night (USD)VRBO
- From $435 per night (USD)
Expedia
Kayaking, Swimming, and Shopping all within 3 miles!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 15575 - Bright Side : Kayaking, Swimming, and Shopping all within 3 miles! The Space: Experience life on the “ ...
From $435 per night (USD)Expedia
- From $2966 per night (USD)
VRBO
oull be just 1\/2 mile down a private lane with private beach access to Crosby Beach, the best beach in Brewster!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Call us so you don't miss out on this lovely Brewster vacation rental home, where it's all about the location! Youll be ...
From $2966 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Cottage near Cape Cod National Seashore with firepit, grill, kitchenette, & AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Cozy Escape on the Cape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $169 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Two-story home with private sauna, game room, work office, deck, grill, & W\/D
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $353 per night (USD)VRBO
- From $1900 per night (USD)
VRBO
Brand New Custom Home, Heated Pool, Pleasant Bay Access, Sleeps 12
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Sleep 12 Rents Friday to Friday during peak season Linens included Luxury living defined in East Orleans. This brand ne ...
From $1900 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Tenth of a Mile Walk to Boat Meadow Landing!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 14515 - Seascape: Tenth of a Mile Walk to Boat Meadow Landing! The Space: Welcome to the tranquil town of East ...
From $495 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Walk to Skaket Beach, Great Backyard!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 15574 - Set Sail: 0.8 Miles to Skaket Beach, Great Backyard! The Space: Conveniently located in Orleans, momen ...
From $265 per night (USD)Expedia
- From $1320 per night (USD)
VRBO
Private Estate Near Wequassett Resort and Golf Club
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
**Cancellation Policy @ End Luxurious home originally built in 1919 and meticulously restored to its former glory, fea ...
From $1320 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Modern Coastal Cottage in East Orleans: 009-OC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This property is professionally managed by Pretty Picky Properties Modern Coastal Cottage in East Orleans NEW Listing ...
From $390 per night (USD)Expedia
- Click For Pricing
VRBO
5 mins to Nauset Beach, Mill Pond and Town Cove
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
New Listing 2021 Season! This home is represented by Nauset Rental, a local vacation rental management company. Beautif ...
Click For PricingVRBO
- From $591 per night (USD)
Expedia
BOATHOUSE on Pleasant Bay - swim, fish, kayak, etc. right off your front porch.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Like living on a yacht without the rocking - originally built to house boats, the Boathouse is cozy like a ship with wat ...
From $591 per night (USD)Expedia
- From $777 per night (USD)
VRBO
New 2024 Mooncusser - Stunning Harwich Home - Moments from Pleasant Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Mooncusser, a meticulously renovated home on a lush green lot in the picturesque town of Harwich. It is conve ...
From $777 per night (USD)VRBO
- From $267 per night (USD)
VRBO
NEW Crystal Lake Contemporary Cottage!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
NEW LISTING! Crystal Lake Views & Dog Friendly*! * * * * See end of this description for information about ...
From $267 per night (USD)VRBO
- From $353 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 $353 per night (USD)VRBO
- From $786 per night (USD)
VRBO
Luxury home located 2 min walk from Skaket Beach. Sunny, spacious and private.
- Bedrooms:
- 4
- 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 $786 per night (USD)VRBO
- From $209 per night (USD)
VRBO
Association Beach less than a Mile away!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 15576: Rest a Shored - Association Beach less Than a Mile away! The Space: Within the serene enclave of Orlean ...
From $209 per night (USD)VRBO
- From $460 per night (USD)
Expedia
Quaint Cottage near Town Center
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom one full bath cottage close to downtown Orleans, Cape Cod Rail Trail, restaurants, shops, Orleans Artists Co ...
From $460 per night (USD)Expedia
- From $625 per night (USD)
VRBO
Town Cove Coastal Chic
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Right on the shore of beautiful Town Cove in Orleans. 3 BR, 2 1/2 bath with saltwater views. Living, Dine-In Kitchen, Su ...
From $625 per night (USD)VRBO
- From $197 per night (USD)
Expedia
WATER VIEWS! Eastham Getaway Awaits
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: You and your family cannot beat the charm of this two bedroom house in Eastham. Water views out the sun room & ...
From $197 per night (USD)Expedia
- From $643 per night (USD)
VRBO
Private Retreat for Families Yet Near Everything in Orleans!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
As you eagerly turn down the white shell driveway you will see this backlot property and instantly fall in love with thi ...
From $643 per night (USD)VRBO
- From $913 per night (USD)
Expedia
Main House plus Guest House with Huge Yard, Walk to Nauset Beach!: 156-O
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties. Main House plus Guest House with Huge Yard, Walk to ...
From $913 per night (USD)Expedia
- From $490 per night (USD)
VRBO
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 landscape ...
From $490 per night (USD)VRBO
- Click For Pricing
VRBO
Stella Marie Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
**Cancellation Policy at End This quintessential 3 bedroom Cape Cod beach bungalow is roughly a mile from the famous N ...
Click For PricingVRBO
- From $392 per night (USD)
VRBO
NEW! Spacious Eastham Retreat, 3BD\/2BA, Bike Path, Dog-Friendly, Fenced Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy tons of space in this IMMACULATE, bright open floorplan, with cathedral living room and FABULOUS kitchen. All new ...
From $392 per night (USD)VRBO
- From $1738 per night (USD)
Expedia
Upscale Vacation Estate with Pool Near Nauset Beach: 010-OB
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
This property is professionally managed by Pretty Picky Properties. Upscale Vacation Estate with Pool Near Nauset Beach ...
From $1738 per night (USD)Expedia