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 $301 per night (USD)
VRBO
Cozy Cottage Near Rock Harbor (2223)
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This perfectly located marsh side cottage provides tranquility, beauty, and Cape Cod charm! There are two bedrooms (one ...
From $301 per night (USD)
VRBO
From $668 per night (USD)
Expedia
Near Mill Pond & Nauset Inlet | 3 Bed, 2 Bath
Bedrooms:
2
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 $668 per night (USD)
Expedia
From $434 per night (USD)
VRBO
Updated Vacation Home Close to Town and Beaches (2221)
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 $434 per night (USD)
VRBO
From $408 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 $408 per night (USD)
VRBO
From $368 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 $368 per night (USD)
VRBO
From $610 per night (USD)
Expedia
Nauset Heights - The Ocean At Your Doorstep! (2127)
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 $610 per night (USD)
Expedia
From $3806 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 $3806 per night (USD)
VRBO
From $563 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 $563 per night (USD)
VRBO
From $834 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 $834 per night (USD)
VRBO
From $478 per night (USD)
VRBO
Walk to Skaket Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Located less than half a mile from Skaket Beach, this 4 bedroom/2 bathroom home is great for one or two families! Pet f ...
From $478 per night (USD)
VRBO
From $1128 per night (USD)
VRBO
5 Bdrms - 5 Mins to Nauset, Hear the Atlantic from the Screened-in Farmers Porch
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
"The house was beautiful, we would definitely stay again. Great communication." "Top Shelf property - everything about t ...
From $1128 per night (USD)
VRBO
$5 BR\/4 bath w\/heated pool .2 miles to Nauset Beach$
From $1341 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 $1341 per night (USD)
VRBO
$4 Minute Walk to Nauset Beach, w\/ AC, & Ocean View$
From $874 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 $874 per night (USD)
VRBO
From $515 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 $515 per night (USD)
VRBO
From $314 per night (USD)
VRBO
Pristine Cottage: EV charger, 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 $314 per night (USD)
VRBO
From $878 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 $878 per night (USD)
VRBO
From $592 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 This three be ...
From $592 per night (USD)
VRBO
$Cute Cottage Retreat 1\/2 Mile to Weeset Point Beach$
From $266 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 $266 per night (USD)
VRBO
From $1756 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 $1756 per night (USD)
VRBO
From $1122 per night (USD)
Expedia
5 Min Walk to Nauset Beach, Saltwater Heated Pool & Hot Tub
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
*Pool opens May 2025- Spring bookings discounted; Summer only has two weeks available!* In-Ground Saltwater Heated Pool ...
From $1122 per night (USD)
Expedia
From $1594 per night (USD)
VRBO
Fabulous Family Capehouse, with Views, Beach and Dock! OPEN SUN Aug 17-Aug 24!
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
AVAILABLE SUN 8/10 to SUN 8/17, 2025! This sprawling family beach home is perfectly located on a hilltop with 3.5 acre ...
From $1594 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
From $963 per night (USD)
VRBO
Pochet Association - Nauset Beach Access - Central Air (2161)
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Situated in the desirable private Pochet Association area of East Orleans, this spacious four bedroom Cape Cod home make ...
From $963 per night (USD)
VRBO
From $2384 per night (USD)
VRBO
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
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 $2384 per night (USD)
VRBO
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 $1163 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 $1163 per night (USD)
Expedia
From $470 per night (USD)
VRBO
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 $470 per night (USD)
VRBO
From $503 per night (USD)
Expedia
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 $503 per night (USD)
Expedia
From $619 per night (USD)
VRBO
East Orleans Waterview | 2 Bed, 1 Bath
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Immaculate home sleeps 6 in a private location with beautiful water views. Tastefully decorated and spotless, this 1600 ...
From $619 per night (USD)
VRBO
From $1656 per night (USD)
Expedia
Beam Reach: 137-O Orleans Oasis on Pleasant Bay, Estate with 2 homes & heated pool
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 $1656 per night (USD)
Expedia
From $1181 per night (USD)
VRBO
close to town and Nauset beach, EV charger, air conditioning, outdoor shower.
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 $1181 per night (USD)
VRBO
From $541 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 $541 per night (USD)
VRBO
From $510 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 $510 per night (USD)
VRBO
From $3303 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 $3303 per night (USD)
VRBO
$Coastal Chic sunny and private in East Orleans \center\ w bed\/bath rebuild 2024$
From $710 per night (USD)
VRBO
Coastal Chic sunny and private in East Orleans \"center\" w bed\/bath rebuild 2024
Bedrooms:
2
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 $710 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
$A Wave From It All: 227-O Overlooks Nauset Beach\/Atlantic, Heated Pool, Hot Tub & Fire-pit$
From $1709 per night (USD)
VRBO
A Wave From It All: 227-O Overlooks Nauset Beach\/Atlantic, Heated Pool, Hot Tub & Fire-pit
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
This home is professionally managed by Pretty Picky Properties Grand Villa Overlooks Nauset Beach & the Atlantic, Heat ...
From $1709 per night (USD)
VRBO
From $825 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 $825 per night (USD)
VRBO
From $493 per night (USD)
VRBO
Rock Harbor Hideaway | 3 Bed, 1 Bath
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 $493 per night (USD)
VRBO
From $867 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 $867 per night (USD)
VRBO
From $405 per night (USD)
VRBO
Skaket Beach Area Home Sleeps 8
Bedrooms:
4
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 $405 per night (USD)
VRBO
From $592 per night (USD)
VRBO
Chestnut Grove - Secluded East Orleans home with deeded beach access
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This home is represented by Nauset Rental, a local vacation rental management company. This custom built Cape is perfe ...
From $592 per night (USD)
VRBO
$Recently reno’ed private & spacious E. Orleans 3B\/2B. Close to Orleans beaches$
From $429 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 $429 per night (USD)
VRBO
From $744 per night (USD)
VRBO
Family Home Close to Nauset Beach
Bedrooms:
3
Bathrooms:
4
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 $1199 per night (USD)
VRBO
5-BR Beach House Directly On Nauset Beach, Best Views on the East Coast; 017-O
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This home is professionally managed by Pretty Picky Properties. Welcome to Nauset Surf House (NSH) 2025 The ONLY OCEAN ...
From $1199 per night (USD)
VRBO
From $262 per night (USD)
VRBO
A comfortable house in a quiet neighborhood, but close to EVERYTHING Cape Cod.
Bedrooms:
2
Bathrooms:
3
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:
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 $766 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
$Quaint Cottage 4\/10 Mile to Skaket Beach (1912)$
From $487 per night (USD)
VRBO
Quaint Cottage 4\/10 Mile to Skaket Beach (1912)
Bedrooms:
2
Bathrooms:
3
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)
VRBO
Click For Pricing
Expedia
Beautifully Decorated 3BR Cape - Less than .5 miles to Beach! (1945)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully decorated, recently updated home within walking distance to popular Skaket Beach on Cape Cod Bay! The first ...
Click For Pricing
Expedia
From $327 per night (USD)
VRBO
Pet-Friendly Orleans Ranch (1560)
Bedrooms:
2
Bathrooms:
3
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 $327 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Comfortable, Pet-Friendly Orleans Home (1479)
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 $310 per night (USD)
Expedia
From $583 per night (USD)
VRBO
Cozy & Private Home on Pilgrim Lake! (1507)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This serene private retreat is the perfect place to relax and enjoy the beauty of nature. The waterfront landing on Pil ...
From $583 per night (USD)
VRBO
From $274 per night (USD)
Expedia
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 $274 per night (USD)
Expedia
From $415 per night (USD)
VRBO
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 Orleans ...
From $415 per night (USD)
VRBO
From $398 per night (USD)
Expedia
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 $398 per night (USD)
Expedia
$Luxury 7 BR, 4 BA w\/ Unique 60 ft Pool, .4 Miles to Beach$
From $1514 per night (USD)
VRBO
Luxury 7 BR, 4 BA w\/ Unique 60 ft Pool, .4 Miles to Beach
Bedrooms:
5
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 $1514 per night (USD)
VRBO
From $643 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 $643 per night (USD)
VRBO
$Skaket Beach - 4 BR\/3 BA - Post and Beam Walk to Skaket$
From $621 per night (USD)
VRBO
Skaket Beach - 4 BR\/3 BA - Post and Beam Walk to Skaket
Bedrooms:
3
Bathrooms:
5
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 $646 per night (USD)
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 ...
From $646 per night (USD)
VRBO
From $308 per night (USD)
VRBO
Cozy Home in Quiet & Convenient Area (1140)
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 $308 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Expansive Home by Orleans Town Landing (1086)
Bedrooms:
3
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)
Expedia
From $577 per night (USD)
VRBO
Five Bedrooms Plus a Fully Equipped Game Room (2085)
Bedrooms:
4
Bathrooms:
6
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 $577 per night (USD)
VRBO
From $662 per night (USD)
VRBO
Family Vacation Dream! Firepit, Outdoor Kitchen & Central AC
Bedrooms:
3
Bathrooms:
4
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 $662 per night (USD)
VRBO
From $1373 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 $1373 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 $599 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 $599 per night (USD)
VRBO
From $832 per night (USD)
Expedia
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 $832 per night (USD)
Expedia
From $1464 per night (USD)
VRBO
Oceanfront, Spectacular Views, Nauset Beach
Bedrooms:
3
Bathrooms:
8
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 $801 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 $801 per night (USD)
VRBO
From $395 per night (USD)
VRBO
Amazing location! Quiet, picturesque neighborhood!
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
Beautifully redone Cape Cod house in Orleans. Open floor plan, expansive living room including gas fire place. Open ful ...
From $395 per night (USD)
VRBO
From $487 per night (USD)
Expedia
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)
Expedia
$\Second Wind\ :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24$
From $3431 per night (USD)
VRBO
\"Second Wind\" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; 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 $3431 per night (USD)
VRBO
From $2495 per night (USD)
VRBO
Private Estate, heated pool, outdoor Livingroom, kitchen, 11 bedrooms, sleeps 20
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 $2495 per night (USD)
VRBO
From $335 per night (USD)
VRBO
Association Access to Nauset Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Location! Location! Location! Traditional Cape in the desirable Nauset Heights area of Orleans. Ocean views. Short wa ...
From $335 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful 1770 historic home, 7 bedrooms all ensuite, hot tub, pets welcome
Bedrooms:
7
Bathrooms:
7
Sleeps:
16
New for 2023, The Parson's House is an historic and stunning seven-bedroom home all with full ensuite bathrooms, a desig ...
Click For Pricing
Expedia
From $489 per night (USD)
VRBO
Less than .5 Miles to Rock Harbor!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: 15564 - Rock Harbor Rendezvous: Less than .5 Miles to Rock Harbor! The Space: Hear the seagulls calling in the ...
From $489 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Fantastic Home by Eldridge Park!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 15566 - Firebird Fanfare: Fantastic Home by Eldridge Park! The Space: Orleans, home to world famous Nauset Bea ...
From $434 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Nestled by Nauset
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful newly renovated Cape home nestled in a quiet neighborhood, close to Nauset Beach and Orleans Town Center with ...
From $670 per night (USD)
VRBO
$Family\/Pet Friendly - 1.6 miles to Skaket Beach and 3.4 miles to Nauset Beach$
Click For Pricing
Expedia
Family\/Pet Friendly - 1.6 miles to Skaket Beach and 3.4 miles to Nauset Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This single level family and pet friendly home is located in a quiet neighborhood within a 5 minute walking distance to ...
Click For Pricing
Expedia
From $1966 per night (USD)
VRBO
Spectacular Views of Nauset Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
*Fabulous 4BR/3BA air-conditioned home with views of Nauset Beach from every room. Just 500 feet from the footbridge to ...
From $1966 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Captain's Quarters by Nauset Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Captain's Quarters, brought to you by The Heart of Cape Cod, is a quintessential 3 bedroom Cape Cod cottage which is wal ...
From $461 per night (USD)
Expedia
$Seaside Escape-Art-filled 2 Bd on Cove w\/Dock Access$
From $543 per night (USD)
VRBO
Seaside Escape-Art-filled 2 Bd on Cove w\/Dock Access
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Brought to you by Heart of Cape Cod, Seaside Escape is a beautifully renovated cottage on Town Cove in Eastham. Start yo ...
From $543 per night (USD)
VRBO
From $691 per night (USD)
Expedia
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 $691 per night (USD)
Expedia
From $587 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 $587 per night (USD)
VRBO
From $408 per night (USD)
Expedia
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 $408 per night (USD)
Expedia
From $313 per night (USD)
VRBO
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 $313 per night (USD)
VRBO
From $589 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 $589 per night (USD)
VRBO
From $416 per night (USD)
VRBO
Close to Barley Neck Landing!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: 15570 - Barley Neck Beach House: Close to Barley Neck Landing! The Space: Escape to the Cape, and enjoy the pe ...
From $416 per night (USD)
VRBO
From $930 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 $930 per night (USD)
Expedia
$Walk to Beach, Home with Central A\/C. Private Acre+ Lot$
From $626 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 $626 per night (USD)
VRBO
From $1499 per night (USD)
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 ...
From $1499 per night (USD)
Expedia
From $689 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 $689 per night (USD)
VRBO
From $397 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 $397 per night (USD)
VRBO
From $539 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 $539 per night (USD)
VRBO
From $414 per night (USD)
Expedia
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 $414 per night (USD)
Expedia
From $777 per night (USD)
VRBO
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 ...
From $777 per night (USD)
VRBO
From $726 per night (USD)
Expedia
Nauset Garden: 043-ON Atlantic Ocean Views, Private Steps to Nauset Beach
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This home is professionally managed by Pretty Picky Properties. Atlantic Ocean Views, Private Steps to Nauset Beach Sl ...
From $726 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Charming Waterfront Cottage on Town Cove – Orleans: 058-OT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This property is professionally managed by Pretty Picky Properties. Charming Waterfront Cottage on Town Cove – Orleans ...
From $383 per night (USD)
VRBO
$Luxurious 5BR central Cape home w\/ a pool, hot tub, home gym, kayaks & SUPs$
From $2724 per night (USD)
Expedia
Luxurious 5BR central Cape home w\/ a pool, hot tub, home gym, kayaks & SUPs
Bedrooms:
5
Bathrooms:
5
Sleeps:
11
Take Me To The River Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $2724 per night (USD)
Expedia

Search Your Destination Now!

Orleans Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 458 Rentals