Orleans Rentals
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Peaceful and private vacation rental on the pond!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Peaceful and private vacation rental on the pond! This charming 3 bedroom (king, queen, full), 3 bathroom home in Orlean ...
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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
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Child Friendly, Charming 3-Bedroom Cape in Unbeatable Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to "1-Mile House", where everything you could ever need is only 1 mile away! Skaket Beach (best sunsets), Eldrid ...
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From $347 per night (USD)VRBO
Sunrise Cottage Brewster - 1 Bed Cottage, Perfect for a Cozy Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Cape Cod Property 121, a cozy and inviting retreat nestled in the charming town of Brewster. This delightful ...
From $347 per night (USD)VRBO
From $366 per night (USD)VRBO
Pondfront, 1 Mile to Nauset Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 15582 - Calm Waters: Pondfront, 1.4 Miles to Nauset Beach! The Space: Along the serene shores of Uncle Harvey’ ...
From $366 per night (USD)VRBO
From $3483 per night (USD)Expedia
ON PLEASANT BAY - TOPSIDE MAIN HOUSE
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Located in Orleans, this 4-bedroom, 3.5-bathroom vacation home lets you experience it all. Fans of nature and the out ...
From $3483 per night (USD)Expedia
From $1557 per night (USD)VRBO
Nauset Dream: 024-O Luxury 5 Bedroom East Orleans Home with Heated Pool, Spa
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This property is professionally managed by Pretty Picky Properties. Luxury 5 Bedroom East Orleans Home with Heat ...
From $1557 per night (USD)VRBO
From $568 per night (USD)Expedia
Relax Close to Chatham & Orleans (2401)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in a quiet neighborhood just off Route 28, this inviting Harwich home is perfectly situated for your Cape Cod es ...
From $568 per night (USD)Expedia
From $505 per night (USD)VRBO
Charming home steps to beach, includes 2 full units with patio, grill, & views
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Nauset Beach Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $505 per night (USD)VRBO
From $587 per night (USD)Expedia
Waterfront Retreat in South Orleans, New to Rental Market! (2402)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in the quiet community of South Orleans, this stunning upside-down home offers a serene escape with direct water ...
From $587 per night (USD)Expedia
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 $648 per night (USD)VRBO
Private Home With Marsh Views 1 Mile From Boat Meadow Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Cape style home with lots of updates and sits overlooking conservation marsh views. The first floor of this ...
From $648 per night (USD)VRBO
From $613 per night (USD)VRBO
Steps To Skaket Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Views of and Steps to Skaket Beach! This adorable one-story beach cottage has delighted vacationers for many years. En ...
From $613 per night (USD)VRBO
From $525 per night (USD)VRBO
Charming 3-bedroom house with WiFi, Dogs considered, in Orleans
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Traditional Cape House, the Best of Cape Cod, and the Get-Away you need to unwind in Orleans at this tranquil house with ...
From $525 per night (USD)VRBO
From $478 per night (USD)Expedia
Cozy Cape Cod Escape – Perfect for Families, Quiet & Convenient Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to your perfect Cape Cod escape! This classic 3-bedroom Cape-style home is tucked away in a quiet neighborhood, ...
From $478 per night (USD)Expedia
From $283 per night (USD)VRBO
Central location! Bungalow for 2 + Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Cape Cod from our single-level house in Orleans. Tucked away in a quiet area yet incredibly central, this ideal ...
From $283 per night (USD)VRBO
From $1310 per night (USD)Expedia
Luxurious 5-Bedroom Retreat with Heated Pool & Hot Tub – Walk to Water!: 013-OP
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This property is professionally managed by Pretty Picky Properties Luxurious 4-Bedroom Retreat with Heated Pool & Hot ...
From $1310 per night (USD)Expedia
From $671 per night (USD)VRBO
Nauset Vista: 006-OO East Orleans Contemporary—Easy Access to Nauset Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This home is professionally managed by Pretty Picky Properties. Nauset Vista: East Orleans Contemporary—Easy Access to ...
From $671 per night (USD)VRBO
From $1152 per night (USD)VRBO
Saltwater Serenity - Oceanview Retreat with Pool and Expansive Outdoor Living
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to this stunning Cape Cod retreat perched in a quiet Orleans neighborhood with panoramic views of the Atlantic O ...
From $1152 per night (USD)VRBO
From $311 per night (USD)VRBO
The Cherry, cozy, charming and romantic.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unwind in Eastham at this adorable apartment. This cozy space features a large open living area with a sunny full kitche ...
From $311 per night (USD)VRBO
From $266 per night (USD)Expedia
Lovely House 5 Min to Beach with Deck, Grill, Garage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Just 5 minutes from Cape Cod's stunning beaches like Rock Harbor and near Orleans' many shops & restaurants. This spacio ...
From $266 per night (USD)Expedia
From $608 per night (USD)VRBO
Skaket Creek Landing - Renovated Orleans Retreat 3 Minutes from Skaket Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Skaket Creek Landing! This meticulously restored vacation home is nestled in the heart of the well-regarded N ...
From $608 per night (USD)VRBO
From $227 per night (USD)VRBO
Charming 2-bedroom apartment with AC, WiFi in serene Eastham, near Rock Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This Eastham ground floor apartment offers our guests a quiet, serene, secure location surrounded by beautiful gardens, ...
From $227 per night (USD)VRBO
From $392 per night (USD)VRBO
Charming 3-bedroom house with AC, WiFi in awesome Brewster w bike trail access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You made it, you're on vacation! You take the drive out to the Cape and pull up to your home away from home. You open th ...
From $392 per night (USD)VRBO
From $355 per night (USD)Expedia
Charming 1-bedroom apartment in beautiful Brewster with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to this charming apartment in Brewster. This wonderful rental features a cozy bedroom with a king bed, a lovely ...
From $355 per night (USD)Expedia
From $393 per night (USD)VRBO
Family Friendly Cape Escape
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this comfortable and spacious 4-bedroom, 2-bath beach house located in a quiet, family-friendly neighborhood o ...
From $393 per night (USD)VRBO
From $408 per night (USD)Expedia
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)Expedia
From $667 per night (USD)VRBO
Charming 1800s Cape Cod home near beaches, bike trails, sunset hotspots & more!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Get away from it all with a stay in a well-appointed, historical vacation home on Cape Cod. Situated in the village of ...
From $667 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 $482 per night (USD)VRBO
Escape to this rare beachfront retreat where the sea is your front yard
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This beachfront studio condo features a fully equipped kitchen and everything you need for a relaxing stay. Unlike inla ...
From $482 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 $621 per night (USD)VRBO
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)VRBO
From $1135 per night (USD)Expedia
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)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 $283 per night (USD)Expedia
Brewster Family Gateway 3BR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: This lovely 3-bedroom, 2.5-bath home is the perfect getaway for your family. It features an open island kitchen ...
From $283 per night (USD)Expedia
From $510 per night (USD)VRBO
Walk to Rock Harbor Beach from your spacious Orleans coastal retreat
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious Orleans Home Near Rock Harbor – Ideal for Families & Groups Welcome to your Cape Cod escape! This spacious 5 b ...
From $510 per night (USD)VRBO
From $246 per night (USD)VRBO
Classic, cozy Cape Cod Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay comfortably in Eastham at this 2-bedroom cottage. Experience a superb blend of comfort and convenience with 2 bedro ...
From $246 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