search location
Travel Dates:
Reset Dates
508 Rentals In Orleans
United States
Massachusetts
Barnstable Area
Orleans
Filters
Sub Areas
Little Pleasant Bay
(3)
Tovrov Property
(1)
Guests
Guests
1
2
3
4
5
6
7
8+
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
Barley Breeze Two-Story Home w\/Fast WiFi, Washer\/Dryer, Large Yard & Pool Table
3
3.0
8
Orleans Massachusetts Private vacation home
Click For Pricing
Charming Family-Friendly Home On Beach Rd. Close To Nauset Beach & Village Ctr.
3
3.0
8
Orleans Massachusetts Private vacation home
From $450 per night
(USD)
Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
5
3.0
12
Orleans Massachusetts Private vacation home
From $586 per night
(USD)
Upscale Orleans Home w\/ Deck, 1 Mi to Nauset Beach
3
2.0
7
East Orleans Massachusetts Private vacation home
From $561 per night
(USD)
Walk to Beach, Home with 4 bedrooms 2.5 Baths Central A\/C . Private Acre+ Lot
4
4.0
12
Orleans Massachusetts Private vacation home
From $416 per night
(USD)
Beachfront on Skaket Beach!
2
1.0
6
Orleans Massachusetts Condo
From $508 per night
(USD)
Stunning Property with Private Heated Pool, Walk to Ocean Beaches, Sleeps 12
4
5.0
12
Orleans Massachusetts Private vacation home
From $1122 per night
(USD)
Quaint & Immaculate on Town Cove in East Orleans
2
1.0
4
Orleans Massachusetts Private vacation home
From $259 per night
(USD)
Bike to Nauset Beach or Walk to Mill Pond!
3
2.0
6
Orleans Massachusetts Private vacation home
From $237 per night
(USD)
Rock Harbor Retreat- Discover the Perfect Vacation Home!\nReserve for next summer
3
3.0
6
Orleans Massachusetts Private vacation home
From $285 per night
(USD)
Walk to the beach at Little Pleasant Bay from this newly decorated cottage!
1
1.0
6
Orleans Massachusetts Condo
From $271 per night
(USD)
Dreamy Duplex Near Beach with Spacious Patio, Grill, & Outdoor Shower
3
1.0
6
Orleans Massachusetts Private vacation home
From $291 per night
(USD)
CHARMING WATERFRONT LAKE HOUSE ON SPRING FED PILGRIM LAKE
2
3.0
8
Orleans Massachusetts Private vacation home
From $350 per night
(USD)
Gorgeous Renovation Walk to Water!
3
3.0
6
Orleans Massachusetts Private vacation home
From $531 per night
(USD)
Walk to Skaket Beach or Bike to Rail Trail!
3
1.0
8
Orleans Massachusetts Private vacation home
From $244 per night
(USD)
Modern and Charming Home In a Great Location, East Orleans
3
3.0
8
Orleans Massachusetts Private vacation home
From $522 per night
(USD)
Peaceful Pondfront Sanctuary
1
2.0
4
Orleans Massachusetts Private vacation home
From $248 per night
(USD)
Reconstructed History
3
3.0
8
Orleans Massachusetts Private vacation home
From $738 per night
(USD)
Experience Cape Cod History
3
3.0
8
Orleans Massachusetts Private vacation home
From $267 per night
(USD)
Breathtaking Home In The Pochet Association of East Orleans With Private Pool
4
3.0
8
East Orleans Massachusetts Private vacation home
From $770 per night
(USD)
Quaint Post & Beam near State Park and Pond
1
2.0
3
Orleans Massachusetts Private vacation home
From $235 per night
(USD)
Charming home within walking distance to Nauset Beach and National Seashore
2
1.0
4
Orleans Massachusetts Private vacation home
From $223 per night
(USD)
Ideal Cape escape with deck, WiFi & foosball table - great location near town
3
2.0
5
Orleans Massachusetts Private vacation home
From $154 per night
(USD)
Beautifully Remodeled Classic Beach Home on Cape Cod Rail Trail
4
2.0
8
Orleans Massachusetts Private vacation home
From $321 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 $218 per night
(USD)
Classic Cape Cod home near beaches with yard, patio & outdoor fireplace
3
3.0
9
Orleans Massachusetts Private vacation home
From $484 per night
(USD)
West-facing pure waterfront home in Orleans, overlooking Arey's Pond
4
2.0
8
Orleans Massachusetts Private vacation home
From $350 per night
(USD)
Cape Cod Sunscape.
2
2.0
6
Orleans Massachusetts Private vacation home
From $497 per night
(USD)
Luxurious Waterfront Home!
6
5.0
14
Orleans Massachusetts Private vacation home
From $1311 per night
(USD)
Amazing Outdoor Space Access to Town Cove!
5
4.0
12
Orleans Massachusetts Private vacation home
From $502 per night
(USD)
15 min Walk to Nauset Beach!
3
1.0
6
Orleans Massachusetts Private vacation home
From $332 per night
(USD)
Serene 3BR Cape Home with Spacious Living and Yard
3
2.0
8
Orleans Massachusetts Private vacation home
From $354 per night
(USD)
The Parson’s Cottage
3
3.0
6
Orleans Massachusetts Cottage
From $546 per night
(USD)
Highly Rated Cottage in Orleans, Cape Cod
3
2.0
6
Orleans Massachusetts Private vacation home
From $371 per night
(USD)
2 Min Walk to Private Beach & Boat Launch!
4
2.0
10
Orleans Massachusetts Private vacation home
From $534 per night
(USD)
Waterfront on Pleasant Bay!
3
3.0
8
Orleans Massachusetts Private vacation home
From $523 per night
(USD)
Romantic Orleans Waterfront Cottage!
1
1.0
2
Orleans Massachusetts Cottage
From $199 per night
(USD)
Fantastic Orleans Waterfront Cottage
2
1.0
5
Orleans Massachusetts Cottage
From $209 per night
(USD)
Skaket beach \/ Orleans
3
2.0
8
Orleans Massachusetts Private vacation home
Click For Pricing
Central AC Close to Nauset Beach!
4
2.0
10
Orleans Massachusetts Private vacation home
From $304 per night
(USD)
The Perfect Beach Getaway!
3
2.0
6
Orleans Massachusetts Private vacation home
From $237 per night
(USD)
East Orleans Colonial Style Home With Your Own Private Pool
3
2.0
8
East Orleans Massachusetts Private vacation home
From $865 per night
(USD)
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
7
5.0
26
Orleans Massachusetts Private vacation home
From $1500 per night
(USD)
Waterfront Fun at this Huge Family Estate!
11
9.0
23
Eastham Massachusetts Private vacation home
From $1101 per night
(USD)
Spacious, family friendly home located within walking distance to Rock Harbor
4
5.0
12
Orleans Massachusetts Private vacation home
From $830 per night
(USD)
Orleans Ranch Style Home Close to Town
3
3.0
6
Orleans Massachusetts Private vacation home
From $299 per night
(USD)
Charming Cottage w\/ Deck - Walk to Skaket Beach!
3
3.0
6
Orleans Massachusetts Private vacation home
From $798 per night
(USD)
Quaint Cottage in Desirable East Orleans
3
3.0
6
Orleans Massachusetts Private vacation home
Click For Pricing
Waterfront on Cape Cod Bay!
4
2.0
8
Orleans Massachusetts Private vacation home
From $657 per night
(USD)
Waterfront on Orleans Cove!
3
2.0
7
Orleans Massachusetts Private vacation home
From $397 per night
(USD)
Mins to Nauset Beach & Walkable to Town!
3
3.0
8
Orleans Massachusetts Private vacation home
From $152 per night
(USD)
Stylish Orleans home with spacious deck - near bay & ocean beach
4
4.0
8
Orleans Massachusetts Private vacation home
From $213 per night
(USD)
Walk to Nauset Beach NEW AC System!
3
2.0
6
Orleans Massachusetts Private vacation home
From $242 per night
(USD)
1 min drive to Rock Harbor, 2 min to Town!
2
1.0
5
Orleans Massachusetts Private vacation home
From $276 per night
(USD)
Walk to Water & Preservation Land!
2
1.0
4
Orleans Massachusetts Private vacation home
From $286 per night
(USD)
Waterfront on Crystal Lake!
3
2.0
6
Orleans Massachusetts Private vacation home
From $521 per night
(USD)
Private Beach and Roof Top Deck!
3
2.0
6
Orleans Massachusetts Private vacation home
From $655 per night
(USD)
Steps to Nauset Beach Private Yard!
5
3.0
10
Orleans Massachusetts Private vacation home
From $654 per night
(USD)
Private beach access Wrap around porch!
3
1.0
6
Orleans Massachusetts Private vacation home
From $784 per night
(USD)
Private pool 3 mins to Skaket Beach!
4
3.0
10
Orleans Massachusetts Private vacation home
From $722 per night
(USD)
Beachfront on Skaket Water Views!
3
1.0
7
Orleans Massachusetts Private vacation home
From $685 per night
(USD)
Pet Friendly, Half Mile to Beach and Biking, AC, Recent Renovations
4
2.0
8
Orleans Massachusetts Private vacation home
From $190 per night
(USD)
1.6 mi to Nauset Beach!
4
2.0
10
Orleans Massachusetts Private vacation home
From $403 per night
(USD)
4-5 Min to Mill Pond or Nauset Beach!
4
2.0
9
Orleans Massachusetts Private vacation home
From $333 per night
(USD)
Stunning Water Views Private Dock!
4
3.0
8
Eastham Massachusetts Private vacation home
From $550 per night
(USD)
Pond-Front Home w\/ Water Views!
5
3.0
10
Orleans Massachusetts Private vacation home
From $555 per night
(USD)
Beach Getaway with Private Backyard!
4
3.0
10
Orleans Massachusetts Private vacation home
From $249 per night
(USD)
Newly updated spacious steps to water!
2
3.0
4
Eastham Massachusetts Private vacation home
From $296 per night
(USD)
Cute Cottage Living by the Sea!
1
1.0
2
Eastham Massachusetts Private vacation home
From $316 per night
(USD)
4 miles to beaches & 1 mile to lakes! Family friendly, Central A\/C, full kitchen
5
4.0
12
Orleans Massachusetts Private vacation home
From $1300 per night
(USD)
Dream Waterfront A-Frame in Orleans!
2
2.0
6
Orleans Massachusetts Private vacation home
From $431 per night
(USD)
2 mins from Nauset Beach!
2
1.0
4
Orleans Massachusetts Private vacation home
From $232 per night
(USD)
Spacious Game Room Close to Nauset Beach!
4
4.0
12
Orleans Massachusetts Private vacation home
From $813 per night
(USD)
Central Orleans 4 bedroom! Quiet, central location
4
3.0
8
Orleans Massachusetts Private vacation home
Click For Pricing
Booking now for June - August 2024!
3
2.0
8
Orleans Massachusetts Private vacation home
From $375 per night
(USD)
Spacious Home with Sprawling Yard!
4
2.0
8
Orleans Massachusetts Private vacation home
From $205 per night
(USD)
Centrally located Orleans home w\/ outdoor seatiing
3
1.0
6
Orleans Massachusetts Private vacation home
From $500 per night
(USD)
Private Retreat for Families Yet Near Everything in Orleans!
3
3.0
6
Orleans Massachusetts Private vacation home
From $643 per night
(USD)
Exquisite New Renovation in Orleans: 063-O
3
2.0
6
Orleans Massachusetts Private vacation home
From $441 per night
(USD)
The perfect spot to enjoy all that Orleans has to offer!
4
3.0
8
Orleans Massachusetts Private vacation home
From $600 per night
(USD)
Brand New Custom Home, Heated Pool, Pleasant Bay Access, Sleeps 12
5
5.0
12
Orleans Massachusetts Private vacation home
From $2000 per night
(USD)
Modern Orleans Home with Pool, Quick Access to Bike Path and Beach: 007-OM
3
3.0
8
Orleans Massachusetts Private vacation home
From $573 per night
(USD)
Antique Cottage with King Bed, Kitchen, Bath, Private Yard & Path to Arey's Pond
1
1.0
2
Orleans Massachusetts Cottage
From $209 per night
(USD)
1850 Orleans Antique Home with path to Arey’s Pond
3
2.0
6
Orleans Massachusetts Private vacation home
From $283 per night
(USD)
Brand New Luxury Home with Heated Pool, Walk to Rock Harbor: 076-O
4
5.0
10
Orleans Massachusetts Private vacation home
From $676 per night
(USD)
Salt Water Views of Namequoit River
3
2.0
6
South Orleans Massachusetts Private vacation home
From $449 per night
(USD)
Poolside Oasis
4
2.0
10
Orleans Massachusetts Private vacation home
From $537 per night
(USD)
Adorable updated Cape in East Orleans!
3
2.0
6
Orleans Massachusetts Private vacation home
Click For Pricing
Charming, Renovated 1870s Home with Private Beach
3
2.0
6
Orleans Massachusetts Private vacation home
From $335 per night
(USD)
Featured in Boston Globe- fully renovated cape w\/ pool & modern barn pool house
4
4.0
10
Orleans Massachusetts Private vacation home
From $1343 per night
(USD)
Quaint Cape Near Beaches And Centrally Located
3
2.0
6
Orleans Massachusetts Private vacation home
From $286 per night
(USD)
5 bedrooms ocean view estate overlooking cape cod bay
5
4.0
12
Orleans Massachusetts Private vacation home
From $800 per night
(USD)
Come enjoy Orleans and Chatham
3
1.0
5
Orleans Massachusetts Private vacation home
From $225 per night
(USD)
Waterfront Contemporary
5
5.0
8
Orleans Massachusetts Private vacation home
From $805 per night
(USD)
Beautiful Cape Cod Summer Home
3
3.0
7
Orleans Massachusetts Private vacation home
From $581 per night
(USD)
Peaceful Retreat Surrounded by Gardens and Water View
3
3.0
7
Orleans Massachusetts Private vacation home
From $550 per night
(USD)
East Orleans - walk to Nauset Beach
2
1.0
4
East Orleans Massachusetts Private vacation home
From $250 per night
(USD)
Your perfect Cape Cod Getaway! Fully renovated cottage minutes from the beach!
2
1.0
4
Orleans Massachusetts Private vacation home
From $350 per night
(USD)
Private Orleans resort with water views, heated pool\/spa & fire pit: 009-O
4
5.0
14
Orleans Massachusetts Private vacation home
From $1632 per night
(USD)
Stunning Ocean Front Luxury Home on Nauset Beach with A\/C & WiFi
6
6.0
16
East Orleans Massachusetts Private vacation home
Click For Pricing
Load More Results