Compare Vacation Rentals & Airbnb in Orleans, MA

The Pleasant Bay Village Resort is located in Chatham, Massachusetts, just 4 kilometres from the Chatham Railroad Museum and 3.2 kilometres from the Chatham Municipal Airport. The resort is a 4-star property that has received excellent user ratings for its location, cleanliness and overall experience.
The resort offers spacious rooms with floral décor and private patios. Guests can enjoy a range of amenities including a seasonal outdoor pool, hot tub, game room, playground, free Wi-Fi, laundry facilities, a fitness centre, a restaurant and room service.

This Eastham Cape Cod house, less than 1.6km from Thumpertown Beach and Campground and within 1.6km of restaurants including the Hole in One Bakery and Brickhouse Restaurant, offers a convenient base for exploring the Cape Cod National Seashore.
The 193 square metre property boasts four bedrooms, three bathrooms, sleeping up to eight guests, and features a family room with games, a deck with BBQ, and a large garden with a fire pit; smart TVs and Wi-Fi are also provided.

This Eastham holiday home is located directly on Town Cove, offering private dock access for kayaking and canoeing, and is situated within 3.2 kilometres of Rock Harbor Beach and the Cape Cod Rail Trail.
This 120 square metre bungalow sleeps four guests and features two bedrooms, two bathrooms, air conditioning, Wi-Fi, a kitchen with a fridge and microwave, a deck with outdoor dining and a grill, and includes the Xplorie program offering $750 worth of daily free tickets to local attractions.

This Eastham holiday let offers a prime location, a short walk from the Cape Cod National Seashore visitor centre and approximately 2.4 kilometres from Coast Guard Beach.
This family-friendly holiday home accommodates eight guests across four bedrooms and features two bathrooms, air conditioning, a garden, and a fully equipped kitchen with a fridge, microwave, and dishwasher.

This apartment is ideally located in Harwich, just 16km from the charming town of Chatham and 48km from Provincetown. The property has excellent user, location, and cleanliness ratings, indicating a high-quality stay.
This spacious home has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. The apartment offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and parking, ensuring a relaxing and enjoyable stay.

The Presidential Bay Villa is situated in the Ocean Edge Resort, a short walk from the private beach in Brewster, Cape Cod.
The villa offers 1200 square feet of living space with a king-size bed in the master bedroom, a queen-size bed in the second bedroom, and a pull-out sofa in the living room, comfortably accommodating a family or group of friends, and includes access to all Ocean Edge Resort amenities, including 5 pools, 3 restaurants, a golf course, tennis courts, a fitness centre, a beach bar, and more.

The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.

This Brewster townhouse, located in the Billington area, offers direct access to the 9th fairway of a Jack Nicklaus-designed golf course and is within easy reach of beaches, restaurants, and the Cape Cod Baseball League.
The two-bedroom, two-bathroom property sleeps six, boasts a family-friendly layout with a ground-floor master bedroom, updated kitchen with granite worktops and stainless steel appliances, private patio with gas grill, and access to multiple pools, hot tubs, saunas, tennis courts and fitness centres (passes required).

This Eastham residence, a detached house, offers a secluded woodland setting with wildlife and is situated less than 1 kilometre from ocean bluffs and just over 1.6 kilometres from Nauset Light Beach, also being conveniently located half a kilometre from the Cape Cod Rail Trail.
This spacious 218 square metre property boasts three bedrooms and three bathrooms, accommodating up to four guests, and features unique reclaimed American chestnut beams, expansive outdoor space including a deck and firepit, a sunroom, and central air conditioning downstairs with mini-splits upstairs.

Guest House Ocean Whisper is a beachfront property located in Harwich, just 19 kilometres from Wellfleet Bay Wildlife Sanctuary and 19 kilometres from Nauset Lighthouse. The house has received excellent ratings for its location, cleanliness, and overall experience.
This 3-bedroom holiday home spans 112 square metres and can comfortably accommodate up to 13 guests. The property offers a range of amenities, including a fully equipped kitchen, a private balcony, a garden, and parking.

This recently renovated one-bedroom flat is located within the Ocean Edge resort in Brewster, offering convenient access to Cape Cod Beaches and Nickerson State Park, just 1.6 kilometres away.
This apartment accommodates up to four guests with a queen bed and a sleeper sofa, featuring a fully equipped kitchen, air conditioning, a balcony, garden access, and dedicated parking, with beach chairs and towels provided for your use.

This Cape Cod condominium in Brewster is located 19 kilometres from Nauset Lighthouse and 21 kilometres from Wellfleet Bay Wildlife Sanctuary.
This property offers 7 square metres of floor area, accommodates up to 7 guests with 1 bedroom and 1 bathroom, and includes WiFi, private parking, and a fireplace.

This Eastham waterfront holiday home is less than 1.6km from the Edward Penniman House and Barn and Jonathan Young Windmill, and within 4.8km of Fort Hill and Eastham Windmill.
The 46 square metre property boasts one bedroom, one bathroom, sleeps five, and includes a fully equipped kitchen, patio, garden, free Wi-Fi, and parking.

This two-bedroom, two-bathroom condominium is situated on the second floor of the Ocean Edge resort in Brewster, offering central access between two large resort pools and within easy reach of the Fletcher Cardio Centre and Arbor Pool.
This self-catering apartment boasts a full kitchen with a microwave oven and dishwasher, complimentary high-speed WiFi, air conditioning, parking, and a private balcony, with a shuttle service to Crosby Landing Beach and proximity to the Cape Cod National Seashore and the Cape Cod Museum of Natural History.

Sweetbriar Cottage, situated in Eastham's Cottage Grove, is less than 5km from Coast Guard Beach and Cape Cod National Seashore, and a short drive from Fort Hill.
This three-bedroom holiday home sleeps four, boasts a microwave, dishwasher, air conditioning, garden, parking, and internet access; pets are welcome for a £80 fee (one dog only), and nearby hiking trails are easily accessible.

This detached house in Harwich is located on a quiet cul-de-sac, 800 metres from Round Cove on Pleasant Bay, offering convenient access to Chatham and Orleans.
The property features four bedrooms accommodating up to eight guests, a well-equipped kitchen, a TV room, a large living room with deck access, a garden with an enclosed outdoor shower, and a gas barbecue, with nearby activities including sailing, surfing, fishing, and cycling.