Holiday rentals with beach access in Orleans

Find and book unique rentals with beach access on Airbnb

Top-rated rentals with beach access in Orleans

Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

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Guest favourite
Guest suite in East Orleans
4.89 out of 5 average rating, 215 reviews

Charming Old Cape Cod

Indulge in relaxation and leisure at Snowtop on the Town Cove. The charming retreat features a private entrance, a spacious bedroom with a king size bed, a full bath, and a sunlit living room with a dining table overlooking picturesque Town Cove. The view in the photo is your front yard. Guests often enjoy sitting outside to watch boats drift by and the sky change color to a sunset. Nestled on a quiet road, Snowtop is 3 miles from beautiful Nauset Beach and 2 miles from the center of Orleans.

Top guest favourite
A serene waterfront view showcases a tranquil pond surrounded by lush greenery. Two kayaks are visible on the grassy area, while the deck features a wooden table with white chairs, inviting relaxation and outdoor dining.
Cottage in Yarmouth
5 out of 5 average rating, 241 reviews

SerenityViews | Waterfront | King Bed | Kayaks SUP

Enjoy our cottage's charm and comfort with panoramic views and abundant sunlight. Comfortably hosts 2 families. Wake up to incredible sunrises. Lounge on the hammock or swim/fish/kayak in our beautiful backyard waterfront Long Pond. Explore the Cape in each direction: beautiful beaches and endless fun activities/interests. At the end of the day, enjoy dining on the deck as you grill. Sit back on the patio with a cocktail and gaze at the star filled sky and ambiance from the fire table. Welcome!

Guest favourite
The exterior of a classic Cape Cod house is shown, featuring shingle siding and multiple large windows. The surrounding landscape includes manicured shrubs and a gravel driveway, alongside a tree-lined backdrop that provides a natural setting. The entrance, framed by steps, leads to the welcoming front door.
Home in North Eastham
4.9 out of 5 average rating, 101 reviews

Large, Cozy, Walk to beach, Central AC, Game room

This classic, large Cape Cod house is just perfect for friends or a family reunion. The beautiful Thumpertown Beach is 0.3 miles or a 5-10 min slow stroll down the street. The house is large enough to accommodate everyone comfortably and has a convenient layout that also provides plenty of privacy. There is central A/C that covers the entire house, all rooms have hardwood floors, newer beds, comfortable mattresses and quality pillows. New 18x24 deck has Polywood furniture and Weber gas grill.

Top guest favourite
A charming cottage with a shingle exterior is framed by a vibrant yard. A white picket fence encloses flower beds, and a small patio features an umbrella for shade. A welcoming pathway leads to the front door, surrounded by greenery and a manicured lawn.
Cottage in Chatham
4.97 out of 5 average rating, 281 reviews

Cozy Cottage

Our 3 room cottage in the Old Village is within steps of Lighthouse beach and a 15 minute stroll to town along charming streets. Its location in an ample yard insures comfort and privacy for your stay. The kitchen is equipped for stay-at-home dining. The owners live in a separate house on the property and are ready to provide you with knowledge of Chatham’s history and assist you in your explorations of the town or Cape Cod. The owner welcomes your visit to his art studio on the property

Top guest favourite
A charming studio cottage with wooden shingles is nestled among trees, featuring a private deck and gas grill. Colorful flowers line the pathway leading to the entrance. A lush green lawn surrounds the building, creating a tranquil outdoor setting.
Flat in Brewster
4.97 out of 5 average rating, 124 reviews

Songbird Studio- Secluded but close to everything!

Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

Guest favourite
A cozy cottage is framed by tall trees, showcasing a landscaped yard with a mix of grass and small shrubs. The home features a light-colored exterior with dark shutters and a welcoming front porch with steps leading up to the entrance.
Cottage in Chatham
4.93 out of 5 average rating, 188 reviews

Cape Cod Classic Cottage Near Forest Beach

See Cape Cod at its most traditional in this cozy, fully renovated cottage. Get a good night's sleep in the cozy bedrooms with central a/c and blackout shades. Prepare for the day in the clean and bright interior. Pack up your beach chairs and cooler and take a short walk down to Forest Beach. Grab your bike and hop on the Cape Cod Rail trail nearby or take a short drive into charming downtown Chatham. After a day in the sun, unwind in the hammock or enjoy a BBQ on the deck.

Top guest favourite
A private balcony features a small white table and two wine glasses, set among comfortable lounge chairs. Lush greenery surrounds the area, creating a serene and secluded outdoor space, perfect for relaxation.
Guest suite in Eastham
4.96 out of 5 average rating, 142 reviews

Cape Cod Heaven

Private one bedroom with full bath and balcony overlooking garden and a peek at the bay. Great location less than a mile from beautiful First Encounter Beach, a wonderful bay beach, and five minute walk to freshwater pond with sandy beach. Ocean beaches and bike trail close by. Bring your bikes or kayaks, or rent them, and enjoy all the Cape has to offer. Great for singles, couples, small families. Has a small refrigerator, microwave and Keurig. There is not a kitchen.

Top guest favourite
The inviting living area features large windows with blue curtains, allowing natural light to brighten the space. A comfortable sectional sofa is situated around a small coffee table. A door leads to a private balcony, while a bar counter with stools is visible in the background.
Apartment in Chatham
4.97 out of 5 average rating, 371 reviews

Your private, in village, Pied-a-Terre.

Great in-town location. Bright, Clean, Safe, Private and Spacious. Hidden away Above the shops, behind the Main Post Office. Great for Romantic Getaway, WEDDING GUESTS, business trips, overflow guests or just a quick get-away break. Comfortably furnished, thoughtfully outfitted. Well equipped Kitchen, Quality linens, duvet etc. Walk to everything. Private parking. **Please Note: Additional MA lodging tax of 12.45% will apply to all short term rentals**

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.

Top guest favourite
The cottage is set amidst lush gardens, featuring a wooden archway adorned with hanging planters and red flowers. A stone pathway leads up to the charming entrance, surrounded by vibrant greenery and trees under a clear blue sky.
Cottage in Eastham
4.99 out of 5 average rating, 238 reviews

The Salt Pond Cottage

This is a free-standing private cottage that sleeps 2 comfortably. A spiral staircase leads up to a sleeping loft with a NEW QUEEN size Nectar bed! There is a full futon couch on the main level. The kitchen has everything you may need. The most spectacular thing about this home is its close proximity to the National Seashore. The salt pond, bike path, and freshwater ponds are also moments away!

Top guest favourite
A sandy path meanders through tall grass, leading toward a tranquil sunset in the background. The sun casts a warm glow over the horizon, suggesting the evening calm of the beach area. Soft greens and earthy tones create a peaceful natural setting.
Flat in East Orleans
4.95 out of 5 average rating, 315 reviews

Cozy Waterfront Apartment, Private Beach Access

Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Cod’s beautiful shores!

Top guest favourite
A welcoming living area features a vaulted ceiling with skylights, allowing natural light to brighten the space. A comfortable sofa is positioned near an inviting brick fireplace, complemented by colorful artwork on the walls. A small table holds decorative items, adding character to the room.
Home in Truro
4.97 out of 5 average rating, 205 reviews

Escape to N. Truro 3BR Pet Friendly

Don't miss this beautiful, pet-friendly, comfy 3 bedroom home that is totally private, filled with beautiful local artwork, and only minutes from the beach. Outdoor shower, 2 fireplaces, vaulted ceilings with skylights, wifi, cable, ping pong, air hockey, 2 full baths, hammocks, built in Bluetooth speaker system and air conditioning! A true chance to get away and live the Cape life!

Popular amenities for rentals with beach access in Orleans

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Avg. price$662 SGD$565 SGD$511 SGD$543 SGD$510 SGD$573 SGD$630 SGD$658 SGD$524 SGD$458 SGD$460 SGD$460 SGD
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Quick stats about holiday rentals with beach access in Orleans

  • Total holiday rentals

    Explore 100 holiday rentals in Orleans

  • Nightly prices starting at

    Orleans holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,840 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    100 of Orleans holiday rentals include wifi 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!