House vacation rentals in Orleans

Find and book unique houses on Airbnb

Top-rated house rentals in Orleans

Guests agree: these houses are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.
Home in Harwich Port
4.98 out of 5 average rating, 113 reviews

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

Guest favorite
A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.
Home in Brewster
4.87 out of 5 average rating, 229 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Top guest favorite
A charming beach house with shingle-style siding is displayed, set within a landscaped yard. Two large bushes frame the entryway, and the building features multiple rooflines and skylights. A brick pathway leads to the front door, with trees providing partial shade in the foreground.
Home in Chatham
4.96 out of 5 average rating, 102 reviews

Beachfront Charmer! Newly Renovated.

Steps to a beautiful sandy beach and just a mile to the heart of Chatham! This charming, newly renovated beach house has the amenities you need to make the most of your time with friends & family. Just 300 ft from Little Beach & a 5 minute walk to Chatham Lighthouse and Lighthouse Beach, we've made our new home the perfect place to gather and relax. All BRs and Living room have AC. Grill on the back deck, stroll to town, rinse off in the outdoor shower...this house has it all!

Top guest favorite
A bright living area features large windows overlooking a scenic marshland and ocean view. A cozy cream-colored couch and an armchair are positioned near a glass coffee table, inviting relaxation. Natural light fills the space, enhancing the tranquil ambiance.
Home in Chatham
4.97 out of 5 average rating, 160 reviews

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Top guest favorite
The cottage showcases a classic Cape Cod design, framed by greenery and a gravel pathway. A standalone structure is visible with a sloped roof and a front door lined with dark shutters. Sunlight casts a warm glow on the exterior against a clear blue sky.
Home in East Dennis
4.93 out of 5 average rating, 318 reviews

Cape Cod Cottage by the Bay!

Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

Top guest favorite
A charming cottage is set amidst well-maintained landscaping, featuring shingle siding and a welcoming front porch. Natural light is evident in the multiple windows, and the property is enclosed by neatly trimmed hedges, offering privacy and a cozy atmosphere.
Home in East Orleans
5 out of 5 average rating, 77 reviews

4 Season Cottage, Nauset Beach, tennis court

A four-season, luxurious, cottage-style retreat near the glorious beaches on the North spit of Nauset Beach, off Nauset Heights. Tennis court, ample grounds, walking neighborhood, and easy beach access. This Property is shared with two seasonal cottages. Perfect for getaways, the cottage is designed for a couple or individual. While there are two twins downstairs, these are appropriate for children, a friend, or a relative who will not be jealous of the king room upstairs.

Top guest favorite
Home in Brewster
5 out of 5 average rating, 30 reviews

Newly remodeled cottage with path to beach

Enjoy the brand new kitchen and furniture in this newly remodeled cottage, The Sandpiper. The property is conveniently located next to Spruce Hill Conservation area allowing you direct access to trails that lead to Spruce Hill Beach (.3 miles). Bike directly to Cape Cod Rail Trail (.3 miles) or Nickerson State Park (less than 1 mile). Have your fish and chips or lobster rolls across the street at Cobies, or enjoy our local coffee shops and fine dining.

Superhost
A charming exterior of the Carriage House features weathered shingle siding and a cupola on the roof. Surrounded by landscaped gardens, the entrance showcases a well-kept pathway and a mix of greenery and blooming flowers, creating a welcoming ambiance.
Home in Eastham
4.96 out of 5 average rating, 194 reviews

The Sea Captain's Carriage House

The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Guest favorite
A bright living area features a high cathedral ceiling with wooden beams. Two comfortable sofas are arranged around a coffee table, and a wood-burning stove is positioned beside large glass doors that open to the outdoor deck. Natural light streams in from the windows.
Home in Wellfleet
4.87 out of 5 average rating, 121 reviews

A Cape Escape with Water Views from Every Room

Come enjoy our family vacation home! A beautiful, serene escape perched above the salt marsh - with lovely views from every room, and a huge 1,000 square foot outdoor deck. Sleeps 8 comfortably. A 10-minute drive to charming Wellfleet center, and just an 8-minute drive to ocean beaches. NOTE: BEDSHEETS, LINENS & BATH TOWELS ARE INCLUDED IN PRICE! This is our family ''getaway'' - a place of treasured memories. We hope it can be the same for you!

Top guest favorite
A modern kitchen features sleek white cabinets and stainless steel appliances, including a double door refrigerator. A spacious island with seating for four is highlighted, while a wooden dining table accommodates additional guests. Natural light filters through multiple windows, illuminating the light wood flooring.
Home in Brewster
5 out of 5 average rating, 52 reviews

Renovated Beach House, Central AC, Private Ponds

Recently renovated Brewster vacation home near Cape Cod beaches, set beside conservation land in a quiet, private neighborhood. Steps from scenic Greenland Pond and close to the Cape Cod Rail Trail, downtown Brewster, and mid-Cape attractions. Walk to Long Pond for stunning sunsets; beaches approx. 2 miles away. Features newer furnishings, fast WiFi, well-equipped kitchen, 2 smart TVs, comfy beds, patio, fire pit, and outdoor seating.

Guest favorite
A charming cottage exterior is seen from an angle, showcasing gray shingle siding and a covered porch. Stone steps lead up to the entrance, bordered by greenery and a wildflower garden. A clear blue sky can be seen above, adding to the cottage's inviting appearance.
Home in East Orleans
4.92 out of 5 average rating, 12 reviews

Nauset Beach Cottage

This adorable one bedroom cottage is located less than 1/3 mile from beautiful Nauset Beach in East Orleans! After a day of fun in the sun, relax in the outdoor space and enjoy an evening under the stars. Enjoy a restful night on the queen size bed in the bedroom. Full amenities include AC, cable TV, Internet, BBQ grill, and outdoor shower. This unit is part of the Cottontail Cottage complex on Beach Road.

Top guest favorite
A light and airy bedroom is presented, featuring a cozy bed adorned with coral-colored bedding. Natural light filters through a large window, illuminating the space. A dresser and nightstand in a soft gray finish complement the decor, enhancing the serene ambiance.
Home in Brewster
4.91 out of 5 average rating, 102 reviews

Cozy Cape Condo minutes from Brewster beaches

There’s no better way to experience all that Brewster has to offer than taking your family to stay at the Ocean Edge Resort. Just minutes off the property you will find yourself at the beach, on the golf course, or at one of the many excellent restaurants in this small, culture rich Cape Cod town.

Popular amenities for Orleans house rentals

When is the best time to visit Orleans?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$86,618 GYDG$84,107 GYDG$75,738 GYDG$82,015 GYDG$78,458 GYDG$91,430 GYDG$116,327 GYDG$120,302 GYDG$79,713 GYDG$78,877 GYDG$80,341 GYDG$82,643 GYD
Avg. temp0°C0°C3°C7°C12°C17°C21°C21°C18°C13°C8°C3°C

Quick stats about house rentals in Orleans

  • Total vacation rentals

    Explore 280 vacation rentals in Orleans

  • Nightly prices starting at

    Orleans vacation rentals start at G$14,646 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    270 of Orleans vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Orleans rentals

  • 4.8 Average rating

    Orleans stays are highly rated by guests—averaging 4.8 out of 5!