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283 Rentals In Orleans
United States
Massachusetts
Barnstable Area
Orleans
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Sub Areas
Little Pleasant Bay
(3)
Tovrov Property
(1)
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1
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Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Charming Family-Friendly Home On Beach Rd. Close To Nauset Beach & Village Ctr.
3
2.0
8
Orleans Massachusetts Private vacation home
From $528 per night
(USD)
Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
5
3.0
12
Orleans Massachusetts Private vacation home
From $1389 per night
(USD)
Live the Good Life! Heated Pool, Walk to Ocean Beaches, Sleeps 12 in 6 rooms
4
4.0
12
Orleans Massachusetts Private vacation home
From $1156 per night
(USD)
Bike to Nauset Beach or Walk to Mill Pond!
3
1.0
6
Orleans Massachusetts Private vacation home
From $289 per night
(USD)
Rock Harbor Retreat: Special Get-Away Rates/Sept 26-Oct 4 - Long Week Ends
3
2.0
6
Orleans Massachusetts Private vacation home
From $468 per night
(USD)
Breathtaking Home In The Pochet Association of East Orleans With Private Pool
4
2.0
8
East Orleans Massachusetts Private vacation home
From $1184 per night
(USD)
Walk to the beach at Little Pleasant Bay from this newly decorated cottage!
1
1.0
6
Orleans Massachusetts Condo
From $663 per night
(USD)
Luxurious, Modern Walk to Water!
3
3.0
6
Orleans Massachusetts Private vacation home
From $570 per night
(USD)
Walk to Skaket Beach or Bike to Rail Trail!
3
1.0
8
Orleans Massachusetts Private vacation home
From $379 per night
(USD)
Cape Cod Sunscape. Orleans
2
1.0
6
Orleans Massachusetts Private vacation home
From $891 per night
(USD)
Luxurious Waterfront Home!
6
4.0
14
Orleans Massachusetts Private vacation home
From $1010 per night
(USD)
1 Mile to Nauset Beach! Family and Dog Friendly!
3
1.0
6
Orleans Massachusetts Private vacation home
From $427 per night
(USD)
The Parson’s Cottage
3
2.0
6
Orleans Massachusetts Cottage
From $650 per night
(USD)
Highly Rated Cottage in Orleans, Cape Cod
3
1.0
6
Orleans Massachusetts Private vacation home
From $517 per night
(USD)
2 Min Walk to Private Beach & Boat Launch!
4
2.0
8
Orleans Massachusetts Private vacation home
From $717 per night
(USD)
OFF MARKET! F VRBO!!
1
1.0
2
Orleans Massachusetts Cottage
From $343 per night
(USD)
OFF MARKET!! F VRBO!
2
1.0
5
Orleans Massachusetts Cottage
From $440 per night
(USD)
Central AC Close to Nauset Beach!
4
2.0
10
Orleans Massachusetts Private vacation home
From $468 per night
(USD)
The Perfect Beach Getaway!
3
2.0
6
Orleans Massachusetts Private vacation home
From $452 per night
(USD)
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
7
2.0
26
Orleans Massachusetts Private vacation home
From $3373 per night
(USD)
Waterfront Fun at this Huge Family Estate!
11
8.0
23
Eastham Massachusetts Private vacation home
From $1676 per night
(USD)
3 Bicycles Provided! Cape Cod Cottage w/ Deck
3
2.0
6
Orleans Massachusetts Private vacation home
From $1744 per night
(USD)
Waterfront on Cape Cod Bay!
4
2.0
8
Orleans Massachusetts Private vacation home
From $692 per night
(USD)
Waterfront on the Cove, NEW Kitchen and Central AC
3
2.0
7
Orleans Massachusetts Private vacation home
From $577 per night
(USD)
Mins to Nauset Beach & Walkable to Town!
3
2.0
8
Orleans Massachusetts Private vacation home
From $442 per night
(USD)
Minutes to Nauset Beach, Central AC, Game Space!
3
2.0
6
Orleans Massachusetts Private vacation home
From $365 per night
(USD)
1 min drive to Rock Harbor, 2 min to Town!
2
1.0
5
Orleans Massachusetts Private vacation home
From $377 per night
(USD)
Waterfront on Crystal Lake!
3
2.0
6
Orleans Massachusetts Private vacation home
From $513 per night
(USD)
Private Beach and Roof Top Deck!
3
2.0
6
Orleans Massachusetts Private vacation home
From $643 per night
(USD)
Steps to Nauset Beach, Private Yard!
5
2.0
10
Orleans Massachusetts Private vacation home
From $773 per night
(USD)
Private beach access Wrap around porch!
3
1.0
6
Orleans Massachusetts Private vacation home
From $466 per night
(USD)
Private pool 3 mins to Skaket Beach!
4
2.0
10
Orleans Massachusetts Private vacation home
From $836 per night
(USD)
Beachfront on Skaket Water Views!
3
1.0
7
Orleans Massachusetts Private vacation home
From $468 per night
(USD)
1.6 mi to Nauset Beach!
4
2.0
9
Orleans Massachusetts Private vacation home
From $453 per night
(USD)
4-5 Min to Mill Pond or Nauset Beach!
4
2.0
9
Orleans Massachusetts Private vacation home
From $510 per night
(USD)
Pond-Front Home w/ Water Views!
5
3.0
10
Orleans Massachusetts Private vacation home
From $743 per night
(USD)
Beach Getaway with Private Backyard!
4
3.0
10
Orleans Massachusetts Private vacation home
From $597 per night
(USD)
Newly updated spacious steps to water!
2
2.0
4
Eastham Massachusetts Private vacation home
From $407 per night
(USD)
Cute Cottage Living by the Sea!
1
1.0
2
Eastham Massachusetts Private vacation home
From $247 per night
(USD)
4 miles to Orleans beaches & close to town!
6
3.0
12
Orleans Massachusetts Private vacation home
From $2191 per night
(USD)
Spacious Game Room Close to Nauset Beach!
4
3.0
12
Orleans Massachusetts Private vacation home
From $704 per night
(USD)
Dream Waterfront A-Frame in Orleans!
2
1.0
6
Orleans Massachusetts Private vacation home
From $370 per night
(USD)
Walk to Nauset Beach!
2
1.0
4
Orleans Massachusetts Private vacation home
From $253 per night
(USD)
Celebrate July4th week 2026 at the Cranberry Cottage!
3
2.0
8
Orleans Massachusetts Private vacation home
From $521 per night
(USD)
Spacious Home with Sprawling Yard!
4
2.0
8
Orleans Massachusetts Private vacation home
From $455 per night
(USD)
Centrally located Orleans home w/ outdoor seatiing
3
1.0
6
Orleans Massachusetts Private vacation home
From $844 per night
(USD)
Beachfront house with amazing views of the Atlantic Ocean and Nauset Inlet.
5
2.0
10
Orleans Massachusetts Private vacation home
From $2416 per night
(USD)
Private Retreat for Families Yet Near Everything in Orleans!
3
2.0
6
Orleans Massachusetts Private vacation home
From $802 per night
(USD)
A Change of Pace: Relaxing Orleans Getaway
2
1.0
4
Orleans Massachusetts Private vacation home
From $397 per night
(USD)
Walk to Town, Fully Renovated!
6
3.0
12
Orleans Massachusetts Apartment
From $752 per night
(USD)
Hydrangea Hideaway: 236-O Luxurious Orleans Estate w/Pool, Cabana, Game Room, and Stunning Finishes
6
6.0
14
Orleans Massachusetts Private vacation home
From $2159 per night
(USD)
Walk to Nauset Beach, Updated and Cozy!
3
2.0
6
Orleans Massachusetts Private vacation home
From $503 per night
(USD)
3 Cottages, Walk to Nauset Beach!
5
3.0
12
Orleans Massachusetts Private vacation home
From $1124 per night
(USD)
Studio, Walk to Nauset Beach!
1
1.0
3
Orleans Massachusetts Apartment
From $184 per night
(USD)
Studio perfect for 3, Walk to Nauset Beach!
1
1.0
3
Orleans Massachusetts Apartment
From $179 per night
(USD)
Cozy Cottage Walk to Nauset Beach!
3
1.0
6
Orleans Massachusetts Private vacation home
From $403 per night
(USD)
Charming 3-bedroom house with WiFi, Dogs considered, in Orleans
3
2.0
6
Orleans Massachusetts Private vacation home
From $544 per night
(USD)
Central location! Bungalow for 2 + Garden
1
1.0
2
Orleans Massachusetts Private vacation home
From $334 per night
(USD)
Stylish Orleans home with spacious deck - near bay & ocean beach
4
3.0
8
Orleans Massachusetts Private vacation home
From $452 per night
(USD)
Charming home within walking distance to Nauset Beach and National Seashore
2
1.0
4
Orleans Massachusetts Private vacation home
From $328 per night
(USD)
Beautifully remodeled cottage near the beach with central AC, gas grill & lawn
2
1.0
4
Orleans Massachusetts Private vacation home
From $665 per night
(USD)
Quiet home near Pilgrim Lake with deck, W/D, AC, games, & large yard
4
2.0
9
Orleans Massachusetts Private vacation home
From $724 per night
(USD)
Cozy home close to the beach with deck, porch, W/D, & foosball table
4
5.0
8
Orleans Massachusetts Private vacation home
From $733 per night
(USD)
Inviting family escape with sunroom, deck, W/D & easy access to Nauset Beach
4
2.0
8
Orleans Massachusetts Private vacation home
From $776 per night
(USD)
Gray Gables | House in Orleans
4
2.0
6
Orleans Massachusetts Private vacation home
From $459 per night
(USD)
Two-story home with new kitchen, washer/dryer, large yard, and pool table
3
3.0
8
Orleans Massachusetts Private vacation home
From $621 per night
(USD)
West-facing pure waterfront home in Orleans, overlooking Arey's Pond
4
2.0
8
Orleans Massachusetts Private vacation home
From $480 per night
(USD)
Enchanting waterfront home with two decks, grill, kayaks, board games, W/D, & AC
4
4.0
6
Orleans Massachusetts Private vacation home
From $1081 per night
(USD)
Tranquil & sunlit home with peaceful yard, large deck, & fireplace - near beach
3
2.0
9
Orleans Massachusetts Private vacation home
From $432 per night
(USD)
2nd floor Cottage, Oceanview, Deck, Shared Grill, & Outdoor Shower
3
1.0
6
Orleans Massachusetts Private vacation home
From $429 per night
(USD)
Spacious home with huge deck & tree-lined yard, grill, & WiFi - great location
4
3.0
8
Orleans Massachusetts Private vacation home
From $814 per night
(USD)
Beautifully Remodeled Classic Beach Home on Cape Cod Rail Trail
4
2.0
8
Orleans Massachusetts Private vacation home
From $899 per night
(USD)
Skaket Beach escape: Corner-lot home with big yard - walk to Warm Bayside Shore
3
2.0
6
Orleans Massachusetts Private vacation home
From $497 per night
(USD)
Charming home steps to beach, includes 2 full units with patio, grill, & views
5
2.0
10
Orleans Massachusetts Private vacation home
From $731 per night
(USD)
Capeside: 540-O Vintage Luxury in Orleans
3
4.0
10
Orleans Massachusetts Private vacation home
From $824 per night
(USD)
Pochet Point Estate 056-O: Pochet Estate with Nauset Beach Access, Pool & Panoramic Views
7
7.0
16
Orleans Massachusetts Private vacation home
From $2781 per night
(USD)
Cozy 1 bedroom cottage in beautiful Orleans with AC. A perfect spot to get away.
1
1.0
4
Orleans Massachusetts Cottage
From $336 per night
(USD)
Spacious pet-friendly home, close to Nauset & Skaket beaches and Orleans village
5
4.0
9
Orleans Massachusetts Private vacation home
From $952 per night
(USD)
Nauset Heights Carriage House
1
1.0
2
Orleans Massachusetts Private vacation home
From $472 per night
(USD)
Elegant Coastal Retreat with Ocean Views Near Mill Pond
4
2.0
10
Orleans Massachusetts Private vacation home
From $951 per night
(USD)
Walk to Water, Cozy, Dog Friendly!
3
1.0
8
Orleans Massachusetts Private vacation home
From $439 per night
(USD)
Chic Boho Escape Minutes to Nauset Beach!
4
3.0
8
Orleans Massachusetts Private vacation home
From $508 per night
(USD)
Waterfront Oasis with Game Space, Newly Renovated!
4
2.0
8
Orleans Massachusetts Private vacation home
From $661 per night
(USD)
3 Mi to Nauset Beach! Family Home w/ Private Yard
4
2.0
8
Orleans Massachusetts Private vacation home
From $571 per night
(USD)
Private Orleans Getaway Near Bakers Pond & Beaches (2422)
4
3.0
8
Orleans Massachusetts Private vacation home
From $718 per night
(USD)
Spacious and unique 4-bedroom house with private beach in marvelous Orleans
4
2.0
8
Orleans Massachusetts Private vacation home
From $644 per night
(USD)
Sweeping Water Views, Walk to Town, Outdoor Shower!
3
2.0
6
Orleans Massachusetts Private vacation home
From $443 per night
(USD)
Charming Retreat with AC, Fire Pit, Game Room!
3
2.0
6
Orleans Massachusetts Private vacation home
From $376 per night
(USD)
Heated Plunge Pool, Theater Room, Backyard Fun!
4
3.0
8
Orleans Massachusetts Private vacation home
From $663 per night
(USD)
Briar Springs Pool/Spa Getaway
4
3.0
10
Orleans Massachusetts Private vacation home
From $2340 per night
(USD)
The Salteen House. Family Cape Escape • Dogs Welcome • Near Nauset & Skaket
3
2.0
7
Orleans Massachusetts Private vacation home
From $524 per night
(USD)
Short Walk to Water, Mins to Nauset Beach, AC!
3
2.0
6
Orleans Massachusetts Private vacation home
From $481 per night
(USD)
Game Room, Central AC, Dog Friendly!
4
3.0
10
Orleans Massachusetts Private vacation home
From $547 per night
(USD)
Charming 6BR Orleans Retreat, Great Outdoor Space, Walk to Orleans Town
6
3.0
14
Orleans Massachusetts Private vacation home
From $950 per night
(USD)
Classic Cape House 5M to Nauset Beach
3
2.0
8
Orleans Massachusetts Private vacation home
From $658 per night
(USD)
Waterfront Orleans Oasis with a Private Deep Water Dock
4
2.0
8
Orleans Massachusetts Private vacation home
From $1581 per night
(USD)
4BR Kenrick Woods Getaway
4
2.0
8
Orleans Massachusetts Private vacation home
From $728 per night
(USD)
On Bakers Pond, an Upscale Cabin
2
2.0
4
Orleans Massachusetts Cabin
From $480 per night
(USD)
Long View Cottage Close to Nauset, Skaket, & Bakers Pond
2
1.0
9
Orleans Massachusetts Private vacation home
From $609 per night
(USD)
Nauset Breeze - charming 2-bedroom house in beautiful Orleans with AC
2
1.0
6
Orleans Massachusetts Private vacation home
From $553 per night
(USD)
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