Beach house holiday rentals in Orleans

4.75 out of 5 average rating, 4 reviews

Home in Orleans

Cozy Cottage Overlooking Rock Harbor Creek

Cozy Orleans one bedroom bungalow in historic Rock Harbor. Immaculately restored with granite counters and beautiful hardwood floors, tile bath, and high quality construction. Set within the tranquil beauty of Rock Harbor Creek and just 0.2 miles to Rock Harbor & Cape Cod Bay and .9 miles to the Cape Cod Rail Trail. The fully equipped kitchen is open to the dining nook and living room. Cozy bedroom with new king bed, large closet, en-suite bathroom w/walk-in shower and stacked washer/dryer. In

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5 out of 5 average rating, 17 reviews

Peaceful Nauset Beach Sanctuary

Imagine driving down a quiet private dirt road behind one of the nicest beaches on Cape Cod. Enter the property through a gate and walkway and you’re in your own private sanctuary. The cottage feels like a treehouse looking onto the tidal marsh behind Nauset Beach. Inside you will feel the vibes of a nostalgic cape cod cottage with modern amenities and style. Chill out on the deck. Take a 10 minute walk to a private section of Nauset Beach or drive to our free association Nauset parking lot.

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Home in North Eastham

4.98 out of 5 average rating, 131 reviews

Private Beach | Water Views | Pet Ok | Firepit

The beauty of Cape Cod awaits in this meticulous cottage with water views. Access to a private bayside beach is just steps away, across from the driveway and down a short sandy path. Beach chairs and beach towels included. Ride or walk 1 mi away to a great bike trail, or to National Seashore beaches, shops and restaurants. Or, relax at the cottage with updated amenities, appliances, comfortable beds, and a wonderful outdoor space with deck, fire pit, outdoor shower, lawn games and a hammock!

5 out of 5 average rating, 18 reviews

Home in Brewster

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 its trails that lead to Spruce Hill Beach (.3 miles). Hop on your bike and head to the Cape Cod Rail Trail or Nickerson State Park, both less than 1 mile away. Have your fish and chips or lobster rolls across the street at Cobies, or enjoy our local coffee shops and fine dining.

5 out of 5 average rating, 6 reviews

Barley Neck Cottage

Classic Cape Cod Cottage at the end of beautiful Barley Neck Rd. Open space across the street, nice yard for play, south facing deck and screened in porch, plus grilling patio and outside shower. 2.5 miles to Nauset Beach with parking and food trucks during the summer. Public dock for fishing, swimming and boat launch less than one mile from house, Meetinghouse Pond. Walk and/or bike the quiet tree lined streets of East Orleans. Shopping/dining in East Orleans Village.

4.71 out of 5 average rating, 7 reviews

5 minutes from Nauset Beach!

Charming coastal retreat on a quiet dead-end street in Orleans! This 4-bedroom home features a sunny summer room, spacious outdoor shower, full kitchen, Wi-Fi, and a large backyard perfect for family fun. Fire up the BBQ grill or gather around the huge firepit to roast s’mores after a day at Nauset Beach or exploring downtown, just minutes away. With nautical touches and a relaxed, welcoming vibe, it’s the perfect place to unwind and enjoy the best of Cape Cod living.

4.97 out of 5 average rating, 177 reviews

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.

4.91 out of 5 average rating, 11 reviews

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.

4.75 out of 5 average rating, 4 reviews

Home in Eastham

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Nestled along the tranquil edge of Minister’s Pond, Willow Haven is a romantic, one-bedroom, one-dog-friendly cottage that blends updated style and charm with peaceful water views and cozy indoor-outdoor living. Enjoy a private deck, inviting living spaces, and access to a quiet shared beach with a fire pit, kayak, and canoe—just minutes from the ocean, the bay, and all that Eastham has to offer. Sat–Sat in July and August

4.96 out of 5 average rating, 26 reviews

Home in Eastham

Stunning Cape Cod Escape

Stunning 3-bedroom, 3-bathroom Cape Cod getaway with a lush, manicured backyard, multiple outdoor seating options, an outdoor shower and close to beaches, hiking trails, excellent restaurants and all the Cape has to offer. The home is fully stocked: Kitchen equipment, linens, towels, beach chairs, etc. so you have everything you need to have a memorable, relaxing, adventurous, joyous vacation.

4.89 out of 5 average rating, 57 reviews

Home in Orleans

Romantic Orleans waterfront cottage

ENHANCED CLEANING/DISINFECTING and SELF CHECK-IN ! The best of Cape Cod - literally on the edge of the gorgeous and picturesque saltwater town cove! This beautiful 1BR cottage is clean, comfortable and private, ... yet within a short walk to village center, shops, great eateries, attractions, etc. We just added propane fire pits and bluetooth speakers outside!!