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House vacation rentals in Orleans

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Quick stats about house rentals in Orleans

  • Total vacation rentals

    Explore 300 vacation rentals in Orleans

  • Nightly prices starting at

    Orleans vacation rentals start at G$27,196 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,650 verified reviews to help you choose

  • Family-friendly vacation rentals

    280 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    300 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!

Top-rated house rentals in Orleans

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

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Guest favorite
Home in Eastham

10 min walk to Beach - Amazing View & Huge Deck

Enjoy an incredible view of Duck Meadow Tidal Marsh from this cozy cottage. Only a 10 minute walk to Boat Meadow Landing, a great bayside beach. Sip your morning coffee on our huge deck while enjoying the view. The deck includes a retractable roof if you would prefer to sit in the shade. Only minutes from incredible restaurants & shops in Orleans. This home includes AC, office space w/ monitors & a natural gas fireplace. Near the Cape Cod Rail Trail, hiking trails and numerous beach options!

5.0 out of 5 average rating, 24 reviews
Guest favorite
A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.
Home in Chatham

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

4.95 out of 5 average rating, 323 reviews
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

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!

4.97 out of 5 average rating, 120 reviews
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

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Open concept living room with a large kitchen island. Great space for families ! Bank street Beach and Wychmere Beach Club wedding venue are 4 min drive from us ! We’re very close to Harwich Port downtown with great restaurants. We’re centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy the bike trail nearby with rental location if needed.

4.99 out of 5 average rating, 137 reviews
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

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.

4.97 out of 5 average rating, 178 reviews
Top guest favorite
Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

4.99 out of 5 average rating, 133 reviews
Guest favorite
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

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.

4.96 out of 5 average rating, 209 reviews
Top guest favorite
A spacious backyard is surrounded by trees and features a well-maintained lawn. The house is visible in the background, with a light-colored exterior and multiple windows. A hammock is suspended between two trees, creating a relaxed outdoor space.
Home in Orleans

Orleans, MA Luxury Getaway

Enjoy the best the Cape has to offer! Stay at this hidden gem in Orleans, MA. Easy access to Nauset Beach and Little Pleasant Bay. Large, luxurious, and family friendly with a big yard in a quiet neighborhood. Enjoy our gazebo, firepit, outdoor grill, outdoor patio dining, and outdoor shower. Inside, luxuriate in this 4 bed 4 bathroom with a modern kitchen, breakfast nook, dining room, and living room. Washer and dryer included in basement.

4.95 out of 5 average rating, 40 reviews
Top guest favorite
An outdoor gathering area is arranged around a circular fire pit, with several comfortable chairs and accent tables. The surrounding garden is filled with lush greenery and vibrant blue hydrangeas. Soft lighting enhances the cozy ambiance as twilight descends.
Home in Orleans

Walk to Lake + Fire Pit | Near Nauset + Sleeps 10

Let the Cape Cod breeze clear your thoughts and the sound of birdsong reset your pace. This beautifully renovated Orleans retreat sits on a quiet wooded lot — walk 5 minutes to Pilgrim Lake, stroll through the woods to Arey's Pond, or drive 7 minutes to Nauset Beach. Three bedrooms sleep up to 10, with a designer coffee bar, firepit, grill station, and game room waiting for you. There is a lot to donor nothing at all.

4.99 out of 5 average rating, 115 reviews
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

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.

4.93 out of 5 average rating, 339 reviews
Guest favorite
A charming, light-colored house sits under a clear sky, surrounded by trees. The front entry features a welcoming pathway, two white Adirondack chairs, and a small table with flower pots. Large windows provide views into the interior, while a well-maintained garden enhances the curb appeal.
Home in North Eastham

Walk to Beach, Pet Friendly, New Fenced Backyard!

Welcome to The Library! This newly renovated Eastham home is just a short walk to Thumpertown Beach and a quick drive to the National Seashore. Enjoy a redesigned eat-in kitchen, a screened-in three-season room, and a fully fenced backyard with brand-new pavers, a fire pit, and space for kids and dogs to play. Pet friendly and perfect for relaxing—come unwind and enjoy the best of the Cape

4.86 out of 5 average rating, 135 reviews
Top guest favorite
A serene view of a calm harbor filled with various boats, all anchored in the water. The foreground features a grassy area with a wooden path leading toward the water's edge, while vibrant greenery and flowers are visible along the border.
Home in Chatham

Oceanfront Chatham Village Home

Quiet Peaceful Oceanfront Home, Short Walk to Chatham Village and Walk to Lighthouse Beach. Sleeps 12. Large kitchen, stainless steel appliances, gas stove. Every Room except one room has amazing ocean views! Stone patio overlooks Ocean Harbor on Little Mill Pond. A Video Walkthrough of the house, featured by Eileen Cotter of Pure Wander: https://www.youtube.com/watch?v=_tqi6m8-1zs&t

4.97 out of 5 average rating, 103 reviews

Popular amenities for Orleans house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
A heated indoor pool is framed by sleek gray walls and illuminated with recessed lighting. Large sliding glass doors offer a view of the outdoor patio. Colorful pool floats and equipment are neatly arranged nearby, providing options for leisure activities.
Home in Plymouth

Seaview Summit | Ocean Views, Indoor Pool, Beach

4.89 out of 5 average rating, 179 reviews
Top guest favorite
The expansive pool, surrounded by a landscaped yard, features a vibrant blue surface reflecting the clear sky. Comfortable lounge chairs are positioned alongside, inviting relaxation. A floating inflatable adds a playful touch to the tranquil setting.
Home in Cotuit

Private Pool, near beaches, 3 BR/3 BA, Central Air

4.96 out of 5 average rating, 146 reviews
Top guest favorite
A spacious backyard is featured, highlighting a refreshing oval pool surrounded by a textured patio. Lounge chairs are positioned for relaxation under the sun. Lush greenery and trees provide a natural border, while a well-kept lawn enhances the inviting outdoor space.
Home in Chatham

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!

5.0 out of 5 average rating, 15 reviews
Guest favorite
An inviting outdoor space showcases a rectangular pool surrounded by a spacious patio. Lounge chairs are placed for relaxation, and an umbrella provides shade near the water. Lush greenery frames the area, enhancing the natural setting of the home.
Home in Chatham

Amazing Chatham Pool/patio/deck, 5 BR 4 1/2 Bath

4.95 out of 5 average rating, 62 reviews
Superhost
Home in Chatham

7-BR Retreat: Pool, Hot Tub, Sauna, Barn

4.95 out of 5 average rating, 80 reviews
Guest favorite
Home in West Yarmouth

Coastal Luxury Oasis - Ag2 Luxury Home

4.83 out of 5 average rating, 6 reviews
Guest favorite
An aerial view of a spacious property featuring a uniquely shaped heated saltwater pool surrounded by a stone patio. A large deck is positioned next to the pool, with several lounge chairs arranged nearby and greenery framing the area.
Home in New Seabury

Coastal Charm New Seabury: 5BRs with Private Pool

4.94 out of 5 average rating, 53 reviews
Guest favorite
A spacious outdoor area is highlighted by a seasonal heated pool surrounded by a wooden deck. Multiple blue lounge chairs are arranged around the pool, and a fire pit table is situated at the center. A large checkers board and garden beds add to the inviting atmosphere.
Home in Yarmouth Port

Winslow Acres [heated] Pool Escape; pool May-Oct

4.93 out of 5 average rating, 54 reviews

Weekly house rentals

Top guest favorite
A sandy beach area is shown, populated with visitors enjoying the sun and water activities. Small boats are visible in the distance, while people are seen wearing casual summer attire. Beach chairs and umbrellas are scattered throughout the shoreline.
Home in Chatham

The Chatham Bars White Foam House Steps From Beach

5.0 out of 5 average rating, 29 reviews
Top guest favorite
An aerial view captures a cottage nestled among vibrant green trees, showcasing the surrounding natural landscape. A glimpse of the ocean is visible in the distance. The cottage features a deck facing the woods, providing a serene and secluded ambiance.
Home in Orleans

Peaceful Nauset Beach Sanctuary

5.0 out of 5 average rating, 39 reviews
Top guest favorite
Home in Orleans

Steps to Rock Harbor | AC, Deck, Outdoor Shower

5.0 out of 5 average rating, 47 reviews
Guest favorite
Home in Orleans

5BR Coastal Retreat: Hot Tub, Bikes, Game Room

4.95 out of 5 average rating, 19 reviews
Guest favorite
An aerial view showcases a large estate set against a tranquil bay. The property features a sprawling lawn, with a red building juxtaposed against a neighboring white house and lush trees. The calm waters reflect the clear blue sky, enhancing the serene ambiance of the area.
Home in Orleans

Private beach

4.88 out of 5 average rating, 50 reviews
Top guest favorite
A charming antique Cape Cod home is framed by a white picket fence and surrounded by lush greenery. The exterior features a gray wood shingle facade and multiple windows. Two red adirondack chairs are positioned on the front porch, inviting relaxation amidst the serene garden.
Home in Orleans

1850 Orleans Antique Home with Path to Arey’s Pond

4.96 out of 5 average rating, 53 reviews
Guest favorite
Two white adirondack chairs are positioned on a wooden deck overlooking a tranquil oceanfront, where the sun sets into the horizon. The warm colors of the sunset reflect on the calm water, creating a serene atmosphere.
Home in North Eastham

Oceanfront w/Private Beach & Amazing Sunsets

5.0 out of 5 average rating, 34 reviews
Top guest favorite
The exterior of a charming two-story house features light-colored shingle siding and a welcoming front porch, furnished with a wooden bench. Manicured lawns and trees frame the property, complemented by a clear blue sky.
Home in Eastham

Renovated with WATER VIEWS of Orleans Town Cove

5.0 out of 5 average rating, 60 reviews

Private house rentals

Top guest favorite
An outdoor seating area is presented with plush, striped furniture and a large firepit at the center. A bright turquoise umbrella provides shade, while the tranquil waterfront view showcases shimmering water and greenery. Potted flowers add a touch of color to the serene setting.
Home in Harwich

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

4.96 out of 5 average rating, 85 reviews
Guest favorite
A charming white cottage is set amidst lush greenery and colorful flowering trees. A red door adds a pop of color to the front facade. The driveway is covered with gravel and bordered by well-maintained shrubbery, contributing to the inviting exterior.
Home in Orleans

Petite Antique, location, location, location

4.93 out of 5 average rating, 28 reviews
Guest favorite
Home in Chatham

New! Luxury Home near town, beach, lake access!

5.0 out of 5 average rating, 6 reviews
Guest favorite
The exterior of a charming beach cottage features weathered cedar shake siding and well-maintained landscaping. A welcoming pathway leads to the entry door, flanked by two sets of windows adorned with flower boxes. The lawn is landscaped with shrubs and mulch.
Home in Chatham

Charming Chatham Cottage

4.97 out of 5 average rating, 37 reviews
Top guest favorite
Home in Chatham

Walk to beach/Main Street/bike path/dog friendly

4.97 out of 5 average rating, 67 reviews
Top guest favorite
A spacious living area is illuminated by natural light from large windows. Comfortable seating options, including a sectional sofa and armchair, surround a coffee table. A dining area with a wooden table is visible, complemented by a staircase leading to the second floor.
Home in Chatham

Chatham Family Vacation

4.96 out of 5 average rating, 51 reviews
Guest favorite
Home in Dennis Port

Cape Cod Retreat – Walk to Beach & Downtown

5.0 out of 5 average rating, 6 reviews
Top guest favorite
Home in Harwich

Dog Friendly | Close to Beaches | Fenced In Yard

5.0 out of 5 average rating, 12 reviews

When is the best time to visit Orleans?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$83,680 GYDG$86,399 GYDG$82,634 GYDG$83,680 GYDG$79,914 GYDG$90,374 GYDG$116,315 GYDG$120,290 GYDG$79,705 GYDG$78,868 GYDG$80,333 GYDG$82,634 GYD
Avg. temp0°C0°C3°C7°C12°C17°C21°C21°C18°C13°C8°C3°C

Destinations to explore