Orleans, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Orleans, Massachusetts on RentalSaver.com!

Orleans Rentals

Filter

Popular Areas

From $431 per night (USD)
VRBO
Short drive to town and popular beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15578 - The Salty Hare: Short drive to town and popular beaches! The Space: Truly in the heart of Orleans and ...
From $431 per night (USD)
VRBO
Click For Pricing
Expedia
A Jewel of Nauset Heights With Saltwater Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
*Cancellation policy at end of property description.* This 3BR guest house has a charming rusticity with its exposed ...
Click For Pricing
Expedia
From $468 per night (USD)
VRBO
Association Beach less than a Mile away!
Bedrooms:
3
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 $468 per night (USD)
VRBO
Click For Pricing
Expedia
Private Estate Near Wequassett Resort and Golf Club
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
** Cancelation Policy @End Luxurious home originally built in 1919 and meticulously restored to its former glory, feat ...
Click For Pricing
Expedia
From $525 per night (USD)
VRBO
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 $525 per night (USD)
VRBO
From $393 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 $393 per night (USD)
VRBO
From $1185 per night (USD)
VRBO
Luxury home located 2 min walk from Skaket Beach. Sunny, spacious and private.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This beautiful vacation home is located just a two minute walk from the popular Skaket Beach in Orleans, MA, a quaint se ...
From $1185 per night (USD)
VRBO
From $1059 per night (USD)
VRBO
One Particular Harbor - East Orleans Waterfront Vacation Haven, Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience a quintessential Cape Cod vacation in Orleans at “One Particular Harbor”. This waterfront property boasts ame ...
From $1059 per night (USD)
VRBO
From $565 per night (USD)
VRBO
Cove's Edge
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Cove's Edge! This sprawling 3,000-square-foot waterfront getaway is perched happily on a grassy knoll, lookin ...
From $565 per night (USD)
VRBO
From $654 per night (USD)
VRBO
2025 Bell Buoy: Adorable Cottage w/ Sparkling Town Cove Views, Pet Friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Description Enjoy use of the shared private dock for kayaking or fishing. Located in the lovely seaside cottage colony ...
From $654 per night (USD)
VRBO
From $781 per night (USD)
VRBO
5-bedroom Cape with a pool and yard games.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Five-bedroom and three-bath Cape style home with large fenced backyard and an inground pool. Various yard games are avai ...
From $781 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Beautiful Historic Home Within a Mile of Crystal Lake
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
***NEW TO THE MARKET*** This amazing, refurbished Post and Beam Antique home is known as the Gould-Linnell House which ...
From $262 per night (USD)
VRBO
From $455 per night (USD)
VRBO
Salt River Retreat - Easy Walk to Scenic Kent's Point - Pet Friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to Salt River Retreat, a delightful family home tucked away in a coveted Orleans neighborhood. This charming get ...
From $455 per night (USD)
VRBO
From $698 per night (USD)
VRBO
Nauset Winds - Classic Cape Cod Getaway - Easy Walk to Nauset Beach in Orleans
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Nauset Winds, a charming Cape Cod beachhouse tucked away on a sleepy dirt road in the highly sought after nei ...
From $698 per night (USD)
VRBO
From $327 per night (USD)
VRBO
4 Bedroom Meetinghouse Pond Waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
9
Scenic waterfront property with tranquil water views and saltwater access all the way to Chatham. This delightful home w ...
From $327 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Pet Friendly Home in East Orleans
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Pet Friendly property only 1.6 miles to Nauset Beach and close to Orleans Center and East Orleans Village. This charmi ...
From $293 per night (USD)
VRBO
From $338 per night (USD)
VRBO
Pleasant Orleans cottage with quick access to ocean side & bay side beaches.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Old style cottage providing a comfortable space for fun times on Cape Cod. Located in East Orleans, quick access to Naus ...
From $338 per night (USD)
VRBO
Click For Pricing
Expedia
Cape Cod Cottage Located in East Orleans Close to Nauset Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
<p>Close to sailing, windsurfing, and more, this smoke-free vacation home brings it all within reach. You'll easily make ...
Click For Pricing
Expedia
From $512 per night (USD)
VRBO
Mid-Century Contemporary
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunny 1960's style contemporary ranch in a gorgeous, private setting offers your perfect Cape Cod vacation! This one le ...
From $512 per night (USD)
VRBO
From $1001 per night (USD)
Expedia
Sprawling Home With Private Association Lake Access (2289)
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
*NEW FOR 2025, updated kitchen appliances and family room AC unit* Perched upon the top of a hill across the street fro ...
From $1001 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Spacious Orleans Apartment With Private Beach Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Unwind at Tom's Roost, a fully separate apartment in our home in peaceful South Orleans. Walk just 400 yards to a gorgeo ...
From $278 per night (USD)
VRBO
From $625 per night (USD)
Expedia
Charming Marsh View Home Near Rock Harbor (2286)
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Sip a morning coffee and watch the sun rise over the adjacent marsh from this charming Cape Cod vacation rental home! T ...
From $625 per night (USD)
Expedia
From $928 per night (USD)
VRBO
Custom Cape Home Near Pleasant Bay & PahWah Pond (1580)
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy your next Cape Cod vacation from this custom 4 bedroom, 3 and a half bath home! It is in a quiet area of South Or ...
From $928 per night (USD)
VRBO
From $767 per night (USD)
Expedia
Stunning Home with In-Ground Pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 15565 - Meeting House Meditation : Stunning Home with In-Ground Pool! The Space: Welcome to the wonders of Orl ...
From $767 per night (USD)
Expedia
$\The Meadow\, a Stylish and Welcoming Home only 1 Mile from Nauset Beach$
From $429 per night (USD)
VRBO
\"The Meadow\", a Stylish and Welcoming Home only 1 Mile from Nauset Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
***SPECIAL END OF SUMMER RATES IN 2025 - WEEKS OF 8/23, 8/30 AND 9/6 REDUCED $2600/WEEK*** "The Meadow" a place to rest ...
From $429 per night (USD)
VRBO
From $447 per night (USD)
VRBO
Walk to Lake, Private Backyard, Firepit! Cape Cod Escape with AC, Games
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
➤ Relax by the Outdoor Fire, stay in for a Family Movie Night, or explore Orleans’ nearby Beaches/Shopping/Dining ➤ Cen ...
From $447 per night (USD)
VRBO
Click For Pricing
VRBO
Cape Cod Cottage on Private Family Estate minutes from the Beach,
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our Orleans cottage, situated in the immaculate beauty of Pleasant Bay... is the perfect place to live out your dream Ca ...
Click For Pricing
VRBO
From $440 per night (USD)
Expedia
Kayaking, Swimming, and Shopping all within 3 miles!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15575 - Bright Side : Kayaking, Swimming, and Shopping all within 3 miles! The Space: Welcome to your serene C ...
From $440 per night (USD)
Expedia
From $732 per night (USD)
VRBO
Enchanting waterfront home with two decks, grill, kayaks, board games, W/D, & AC
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Sailor Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $732 per night (USD)
VRBO
From $1163 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 $1163 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
VRBO
From $515 per night (USD)
Expedia
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 $515 per night (USD)
Expedia
From $1084 per night (USD)
VRBO
Tonset Manor: 232-O East Orleans Vacation Estate Includes Guest House, Heated Pool, Hot Tub
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This property is professionally managed by Pretty Picky Properties. East Orleans Vacation Estate Includes Guest House, ...
From $1084 per night (USD)
VRBO
From $262 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 $262 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Perfectly private location w/deeded beach access!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: 15572 - Mayflower Point: Perfectly private location w/deeded beach access! The Space: Hidden in the heart of M ...
From $466 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Bed, Splash & Beyond – Coastal Comfort Awaits
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 Bedroom 1 bath home sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $302 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Gray Gables | House in Orleans
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Gray Gables Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $239 per night (USD)
VRBO
From $685 per night (USD)
Expedia
Cozy Beach House-Nauset Heights
Bedrooms:
1
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 $685 per night (USD)
Expedia
From $676 per night (USD)
VRBO
Skaket Dream 2/10 mile to Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Located just 2/10th's of a mile from bay-side Skaket Beach is this sweet 3 bedroom, 1 full bath (tub/shower combination) ...
From $676 per night (USD)
VRBO
From $812 per night (USD)
Expedia
Bayside 2/10Mi to Skaket Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Four bedroom, 2 bath split level ranch-style home located just 2/10th's of a mile from beautiful bay-side Skaket Beach. ...
From $812 per night (USD)
Expedia
From $1070 per night (USD)
VRBO
Artist Retreat Views of Ocean
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Let nature surround you in this sprawling contemporary where an artists touch and peeks of the Atlantic Ocean are presen ...
From $1070 per night (USD)
VRBO
From $726 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 $726 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Sleeps 8, Minutes to Nauset Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15545 - Sweet Retreat: Sleeps 8, Minutes to Nauset Beach! The Space: Escape to the charming town of Orleans an ...
From $276 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Spacious home with huge deck & tree-lined yard, grill, & WiFi - great location
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Spinnaker Trail Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $413 per night (USD)
Expedia
From $698 per night (USD)
VRBO
Close to Nauset Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: 15562 - Surf Station: Close to Nauset Beach! The Space: The coastal breeze fills your lungs as you sip your mo ...
From $698 per night (USD)
VRBO
From $602 per night (USD)
Expedia
Private Path to Nauset Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15561 - Vitamin Sea: Private Path to Nauset Beach! The Space: Escape to the serenity of the Outer Cape and imm ...
From $602 per night (USD)
Expedia
From $979 per night (USD)
VRBO
100 Ft to Skaket Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summary: 15560 - Beachin Awesome: 100 Ft to Skaket Beach! The Space: The sands from Skaket Beach spill into your drivew ...
From $979 per night (USD)
VRBO
From $682 per night (USD)
Expedia
Steps to Skaket Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15563 - Bliss by the Bay: Steps to Skaket Beach! The Space: Sandy beaches, sunshine and sunsets are waiting fo ...
From $682 per night (USD)
Expedia
From $557 per night (USD)
VRBO
Beautifully remodeled cottage near the beach with central AC, gas grill & lawn
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Quintessential Cape Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $557 per night (USD)
VRBO
Click For Pricing
Expedia
Steps to Your Private Nauset Beach - Ocean Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our East Orleans rental is located in the coveted Pochet neighborhood with first and second-floor views of Nauset beach ...
Click For Pricing
Expedia
From $806 per night (USD)
VRBO
Spacious deck with amazing view, neighborhood path to Skaket Beach, game room
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The expansive deck with amazing views is great for bringing everyone together for meals, entertainment, sunset and eveni ...
From $806 per night (USD)
VRBO
From $509 per night (USD)
Expedia
Walk 5 Minutes to Nauset Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 15557 - Beach Break: Walk 5 Minutes to Nauset Beach! The Space: Nestled within the picturesque coastal enclave ...
From $509 per night (USD)
Expedia
From $760 per night (USD)
VRBO
Private Beach - 3 bedroom
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Welcome to The Lookout on Pleasant Bay. This remarkable property has a Deed to a private beach. The home sleeps up to ...
From $760 per night (USD)
VRBO
From $598 per night (USD)
Expedia
Harbor Vista: 003-O Sleek & Modern East Orleans Retreat with Stunning Ocean Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This property is professionally managed by Pretty Picky Properties. Sleek & Modern East Orleans Retreat with Stunning O ...
From $598 per night (USD)
Expedia
From $408 per night (USD)
VRBO
NEW Cape Escapet w/ Hot Tub, Firepit, Near Beaches, Dining, Golf!
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
*New* Soak in the hot tub under the stars and stroll warm Cape Cod Bay beaches (which have been ranked as the most beaut ...
From $408 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Classic Cape Beauty in East Orleans, close to Asa's Landing & Weesit Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This classic Cape beauty with center fireplace is located in the desirable Tonset area of Orleans. Enjoy nearby access t ...
From $621 per night (USD)
Expedia
From $1135 per night (USD)
VRBO
Liberty: 030-O Brand New Luxury Home in Orleans, Heated Pool, Steps to Town and Bike Trail
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Brand New Luxury Home in Orleans, Heated Pool, Steps ...
From $1135 per night (USD)
VRBO
From $549 per night (USD)
Expedia
Walk to Skaket Beach, Great Backyard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 15574 - Set Sail: Walk to Skaket Beach, Great Backyard! The Space: Conveniently located in Orleans, moments fr ...
From $549 per night (USD)
Expedia
From $1492 per night (USD)
VRBO
Coastal Family Retreat Pool • Arcade • Fast Wi-FiHot Tub – 7 Bedrooms, Sleeps 16
Bedrooms:
8
Bathrooms:
7
Sleeps:
16
Wander Cape Cod is a luxurious family retreat perfect for creating unforgettable memories. This stunning home features a ...
From $1492 per night (USD)
VRBO
From $527 per night (USD)
Expedia
Discover the charm of HEWORL: Tonset Treasure,
Bedrooms:
1
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 $527 per night (USD)
Expedia
From $590 per night (USD)
VRBO
Ocean Harbor Estates
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Beautiful 4 bedroom home located in Ocean Harbor Estates that offers tennis, footpath to saltwater association beach. A ...
From $590 per night (USD)
VRBO
From $986 per night (USD)
Expedia
Family Tides home, perfect for up to 10 guests.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Perfect for 2 families! Large 5 bedroom, 5 bath home sleeps 10 and is convenient to Nauset Beach, Main Street Orleans an ...
From $986 per night (USD)
Expedia
From $1115 per night (USD)
VRBO
Stunning Waterfront Contemporary
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Stunning cape contemporary style waterfront home with walls of glass and panoramic salt water views from most every room ...
From $1115 per night (USD)
VRBO
From $550 per night (USD)
Expedia
Walk to Nauset Historic Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Walk to Nauset Beach from this wonderful home. Once part of the historic Mayo Duck Farm and a 2/10 mile walk from beauti ...
From $550 per night (USD)
Expedia
From $812 per night (USD)
VRBO
Beautiful Cape Cod Summer Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This 3 bedroom Cape Cod features a stunning new kitchen with white cabinetry, glass tile, new stainless appliances and l ...
From $812 per night (USD)
VRBO
From $698 per night (USD)
Expedia
Town Cove Coastal Chic
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located right on the shore of beautiful Town Cove in Orleans. This updated home has 3 bedrooms 2 1/2 baths Nicely appoi ...
From $698 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Private Lake Access, Great for Families!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: 15577 - Lakeside Retreat: Private Lake Access, Great for Families! The Space: Amidst the picturesque landscape ...
From $322 per night (USD)
VRBO
From $822 per night (USD)
Expedia
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 $822 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Cozy Cottage Overlooking Rock Harbor Creek
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy Orleans one bedroom bungalow in historic Rock Harbor. Immaculately restored with granite counters and beautiful har ...
From $382 per night (USD)
VRBO
From $552 per night (USD)
Expedia
Walk to Nauset Historic Apartment/Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Listen to the waves in this historic home or walk to Nauset Beach! Home was once part of the Mayo Duck Farm and at one p ...
From $552 per night (USD)
Expedia
From $672 per night (USD)
VRBO
Family Fun: Huge Game Room, Outdoor Shower & Walk 2 Lake – 10 min to Ocean & Bay
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to our Orleans retreat—perfect for families and groups looking for fun, relaxation, and convenience. This spacio ...
From $672 per night (USD)
VRBO
From $327 per night (USD)
VRBO
Private Pool Near Pleasant Bay Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
NEW LISTING - Cozy Cottage, Air Conditioning, Private Pool, Under 300 Steps to Pleasant Bay Beach Within one of South O ...
From $327 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Steps to Rock Harbor, Fully Renovated Cape Cod Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Rock Harbor! Nestled just steps from the picturesque Rock Harbor in Orleans, our newly renovated Cape Cod ho ...
From $306 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Dogwood - Dog-friendly 3 Bedroom Near Water and Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This home is represented by Nauset Rental, a local vacation rental management company. This home was just purchased by ...
From $323 per night (USD)
VRBO
From $387 per night (USD)
VRBO
Bayberry House: 5 Min Walk to Boat Launch, 5 Min Drive to Nauset Beach, Full A/C
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This home is represented by Nauset Rental, a local vacation rental management company. Situated in a private setting (l ...
From $387 per night (USD)
VRBO
From $1013 per night (USD)
VRBO
Cove Gardens - 4 Acre Private Estate on the Water
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
This home is represented by Nauset Rental, a local vacation rental management company. Escape to one of the largest par ...
From $1013 per night (USD)
VRBO
From $923 per night (USD)
VRBO
Waterfront retreat, private yet minutes to town and beach. Sleeps 7, 3 bedrooms
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Wake up to stunning, uninterrupted views of calm, crystal-clear waters in this beautifully updated 3-bedroom home, sleep ...
From $923 per night (USD)
VRBO
From $505 per night (USD)
Expedia
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 $505 per night (USD)
Expedia
From $744 per night (USD)
VRBO
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 $744 per night (USD)
VRBO
From $744 per night (USD)
Expedia
Crystal Lake Waterfront Haven
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful 3 bedroom 2.5 bathroom Crystal Lake home has high end finishes throughout and a location that can't be b ...
From $744 per night (USD)
Expedia
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 $469 per night (USD)
Expedia
Tonset Treasure with Bunk House
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Charming East Orleans cottage with farmer's porch and bonus bunkhouse is just minutes from Nauset and Skaket beaches! T ...
From $469 per night (USD)
Expedia
From $1084 per night (USD)
VRBO
Dune Grass - 3 Minute Walk to Nauset Beach, Expansive Water Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
This home is represented by Nauset Rental, a local vacation rental management company. Views of Nauset Beach from almos ...
From $1084 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Coveside: Town Cove Waterfront
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Overlooking Orleans Town Cove and with direct access to the water, this beautifully remodeled home is your perfect Cape ...
From $621 per night (USD)
Expedia
From $478 per night (USD)
VRBO
Experience the charm of Orleans at Skaket Beach Life
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Charming 4 bedroom 2 bathroom home less than 1 mile to Skaket Beach! Offering comfortable living spaces and a large 3-s ...
From $478 per night (USD)
VRBO
From $1664 per night (USD)
Expedia
Orleans Resort Style Living with Pool and Hot Tub
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
With multiple separate entry points this property is perfect for larger or multi-generational groups. Each home has priv ...
From $1664 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Private, Recently Updated Home A Short Walk Down Private Path to Skaket Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This is the perfect home for your family get away. Recently remodeled and improved in 2023 with two new baths and in 201 ...
From $458 per night (USD)
VRBO
From $1189 per night (USD)
Expedia
Nauset Beach Retreat! Pool w/Spa & Gas Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Smell the sea air and listen to the soothing rhythm of the ocean at Sea Mist! A short 2/10ths of a mile from one of the ...
From $1189 per night (USD)
Expedia
From $784 per night (USD)
VRBO
New Listing-Cardinal's Nest - Renovated 6 Bedroom Near Beaches and Bike Trail
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
This home is represented by Nauset Rental, a local vacation rental management company. If you are looking for the perf ...
From $784 per night (USD)
VRBO
From $846 per night (USD)
Expedia
Spacious Skaket Beach Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful custom 4 bedroom 3.5 bath home with high end finishes throughout is just .4 miles up the street from Skaket Be ...
From $846 per night (USD)
Expedia
From $507 per night (USD)
VRBO
Spacious 5-Bedroom Retreat in the Heart of Orleans, MA
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
The perfect location! Ten minute walk to Cape Cod Baseball...fifteen minute walk to Orleans center...five minute walk t ...
From $507 per night (USD)
VRBO
From $1552 per night (USD)
VRBO
Spacious, Brand New Home - 5 bedroom 6 bath!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
This is your ideal home for large or multi-family getaways! The home, which has been completely renovated, has been a p ...
From $1552 per night (USD)
VRBO
From $651 per night (USD)
VRBO
Peaceful Cape Cod retreat, 1.5mi to National Seashore
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful and private setting with easy access to all that the outer cape has to offer! The living/dining room opens up ...
From $651 per night (USD)
VRBO
From $436 per night (USD)
Expedia
Recently Renovated Home Close to Nauset Beach and Downtown Orleans (2326)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the perfect Cape Cod retreat in this recently renovated rental home. With its sizable private yard, proximity t ...
From $436 per night (USD)
Expedia
From $607 per night (USD)
VRBO
Just Over Half Mile to Nauset Beach - Sleeps 10
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Wonderful family friendly home close to Nauset Beach; one of Cape Cod's longest beaches for sunbathing, surfing and brea ...
From $607 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Well-equipped waterfront haven sleeps up to 6 on two levels next to freshwater Crystal Lake. With its enticing southern ...
From $222 per night (USD)
Expedia
From $246 per night (USD)
VRBO
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 $246 per night (USD)
VRBO
From $1359 per night (USD)
VRBO
New Listing 2024 Eastwind Estate - Luxury Home on Barley Neck in East Orleans
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to Eastwind Estate, a s ...
From $1359 per night (USD)
VRBO
From $278 per night (USD)
VRBO
This Cottage Delights in Nauset Heights. Near Mill Pond, Nauset Beach & Priscilla Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This charming cottage is located in the very popular Nauset Heights area within walking distance to Mill Pond, Priscilla ...
From $278 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Fish or boat directly off our shared dock!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: 14416 - Dockside Two: Fish or boat directly off our shared dock! The Space: Nestled along the serene shores of ...
From $188 per night (USD)
Expedia

Search Your Destination Now!

Orleans Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 421 Rentals