search location
Travel Dates:
Reset Dates
509 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 $620 per night
(USD)
Upscale Orleans Home w\/ Deck, 1 Mi to Nauset Beach
3
2.0
7
East Orleans Massachusetts Private vacation home
From $294 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 $559 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 $800 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 $184 per night
(USD)
Rock Harbor Retreat-- OWNER'S SPECIAL Week\/Long Weekend rate. Avail. 6\/11-6\/18.
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 $340 per night
(USD)
CHARMING WATERFRONT LAKE HOUSE ON SPRING FED PILGRIM LAKE
2
3.0
8
Orleans Massachusetts Private vacation home
From $263 per night
(USD)
Gorgeous Renovation Walk to Water!
3
3.0
6
Orleans Massachusetts Private vacation home
From $306 per night
(USD)
Walk to Skaket Beach or Bike to Rail Trail!
3
1.0
8
Orleans Massachusetts Private vacation home
From $204 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 $220 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 $200 per night
(USD)
Charming home within walking distance to Nauset Beach and National Seashore
2
1.0
4
Orleans Massachusetts Private vacation home
From $221 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 $220 per night
(USD)
Beautifully Remodeled Classic Beach Home on Cape Cod Rail Trail
4
2.0
8
Orleans Massachusetts Private vacation home
From $323 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 $193 per night
(USD)
Classic Cape Cod home near beaches with yard, patio & outdoor fireplace
3
3.0
9
Orleans Massachusetts Private vacation home
From $375 per night
(USD)
West-facing pure waterfront home in Orleans, overlooking Arey's Pond
4
2.0
8
Orleans Massachusetts Private vacation home
From $420 per night
(USD)
Cape Cod Sunscape.
2
2.0
6
Orleans Massachusetts Private vacation home
From $528 per night
(USD)
Luxurious Waterfront Home!
6
5.0
14
Orleans Massachusetts Private vacation home
From $777 per night
(USD)
Amazing Outdoor Space Access to Town Cove!
5
4.0
12
Orleans Massachusetts Private vacation home
From $431 per night
(USD)
15 min Walk to Nauset Beach!
3
1.0
6
Orleans Massachusetts Private vacation home
From $251 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 $435 per night
(USD)
Highly Rated Cottage in Orleans, Cape Cod
3
2.0
6
Orleans Massachusetts Private vacation home
From $200 per night
(USD)
2 Min Walk to Private Beach & Boat Launch!
4
2.0
10
Orleans Massachusetts Private vacation home
From $611 per night
(USD)
Waterfront on Pleasant Bay!
3
3.0
8
Orleans Massachusetts Private vacation home
From $367 per night
(USD)
Romantic Orleans Waterfront Cottage!
1
1.0
2
Orleans Massachusetts Cottage
From $225 per night
(USD)
Fantastic Orleans Waterfront Cottage
2
1.0
5
Orleans Massachusetts Cottage
From $217 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 $280 per night
(USD)
The Perfect Beach Getaway!
3
2.0
6
Orleans Massachusetts Private vacation home
From $260 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 $952 per night
(USD)
Spacious, family friendly home located within walking distance to Rock Harbor
4
5.0
12
Orleans Massachusetts Private vacation home
From $827 per night
(USD)
Orleans Ranch Style Home Close to Town
3
3.0
6
Orleans Massachusetts Private vacation home
From $267 per night
(USD)
Charming Cottage w\/ Deck - Walk to Skaket Beach!
3
3.0
6
Orleans Massachusetts Private vacation home
From $435 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 $580 per night
(USD)
Waterfront on Orleans Cove!
3
2.0
7
Orleans Massachusetts Private vacation home
From $370 per night
(USD)
Mins to Nauset Beach & Walkable to Town!
3
3.0
8
Orleans Massachusetts Private vacation home
From $247 per night
(USD)
Stylish Orleans home with spacious deck - near bay & ocean beach
4
4.0
8
Orleans Massachusetts Private vacation home
From $200 per night
(USD)
Walk to Nauset Beach NEW AC System!
3
2.0
6
Orleans Massachusetts Private vacation home
From $219 per night
(USD)
1 min drive to Rock Harbor, 2 min to Town!
2
1.0
5
Orleans Massachusetts Private vacation home
From $239 per night
(USD)
Walk to Water & Preservation Land!
2
1.0
4
Orleans Massachusetts Private vacation home
From $345 per night
(USD)
Waterfront on Crystal Lake!
3
2.0
6
Orleans Massachusetts Private vacation home
From $492 per night
(USD)
Private Beach and Roof Top Deck!
3
2.0
6
Orleans Massachusetts Private vacation home
From $507 per night
(USD)
Steps to Nauset Beach Private Yard!
5
3.0
10
Orleans Massachusetts Private vacation home
From $641 per night
(USD)
Private beach access Wrap around porch!
3
1.0
6
Orleans Massachusetts Private vacation home
From $330 per night
(USD)
Private pool 3 mins to Skaket Beach!
4
3.0
10
Orleans Massachusetts Private vacation home
From $641 per night
(USD)
Beachfront on Skaket Water Views!
3
1.0
7
Orleans Massachusetts Private vacation home
From $378 per night
(USD)
4-5 Min to Mill Pond or Nauset Beach!
4
2.0
9
Orleans Massachusetts Private vacation home
From $311 per night
(USD)
Stunning Water Views Private Dock!
4
3.0
8
Eastham Massachusetts Private vacation home
From $615 per night
(USD)
1.6 mi to Nauset Beach!
4
2.0
10
Orleans Massachusetts Private vacation home
From $207 per night
(USD)
Pond-Front Home w\/ Water Views!
5
3.0
10
Orleans Massachusetts Private vacation home
From $575 per night
(USD)
Beach Getaway with Private Backyard!
4
3.0
10
Orleans Massachusetts Private vacation home
From $386 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 $1333 per night
(USD)
Newly updated spacious steps to water!
2
3.0
4
Eastham Massachusetts Private vacation home
From $228 per night
(USD)
Spacious Game Room Close to Nauset Beach!
4
4.0
12
Orleans Massachusetts Private vacation home
From $618 per night
(USD)
Dream Waterfront A-Frame in Orleans!
2
2.0
6
Orleans Massachusetts Private vacation home
From $191 per night
(USD)
2 mins from Nauset Beach!
2
1.0
4
Orleans Massachusetts Private vacation home
From $228 per night
(USD)
Booking now for June - August 2024!
3
2.0
8
Orleans Massachusetts Private vacation home
From $375 per night
(USD)
Central Orleans 4 bedroom! Quiet, central location
4
3.0
8
Orleans Massachusetts Private vacation home
Click For Pricing
Spacious Home with Sprawling Yard!
4
2.0
8
Orleans Massachusetts Private vacation home
From $228 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)
Brand New Custom Home, Heated Pool, Pleasant Bay Access, Sleeps 12
5
5.0
12
Orleans Massachusetts Private vacation home
From $2086 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 $391 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 $164 per night
(USD)
1850 Orleans Antique Home with path to Arey’s Pond
3
2.0
6
Orleans Massachusetts Private vacation home
From $347 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 $472 per night
(USD)
Poolside Oasis
4
2.0
10
Orleans Massachusetts Private vacation home
From $562 per night
(USD)
Charming, Renovated 1870s Home with Private Beach
3
2.0
6
Orleans Massachusetts Private vacation home
From $320 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 $1158 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 $786 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 $1393 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
Historic home in East Orleans
3
2.0
6
Orleans Massachusetts Private vacation home
From $295 per night
(USD)
Immaculate Home In Strolling Distance to Skaket Beach
2
3.0
6
Orleans Massachusetts Private vacation home
From $236 per night
(USD)
Adorable updated Cape in East Orleans!
3
2.0
6
Orleans Massachusetts Private vacation home
Click For Pricing
Come enjoy Orleans and Chatham
3
1.0
5
Orleans Massachusetts Private vacation home
From $220 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 $520 per night
(USD)
Cozy Cottage Near Rock Harbor
2
1.0
5
Orleans Massachusetts Cottage
From $182 per night
(USD)
Load More Results