Compare Vacation Rentals & Airbnb in Orleans, MA

This Brewster holiday home sits on a quiet cul-de-sac, a short walk from the Cape Cod Rail Trail and under 5km from Brewster's beaches.
The three-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, air conditioning, a garden with patio, fire pit and barbecue, plus bikes and beach toys for guest use.

This five-bedroom Eastham holiday home offers direct access to the Cape Cod National Seashore and is a short walk to the beach and the Cape Cod Rail Trail, ideal for cycling and walking.
This 190 square metre property accommodates up to ten guests with four bathrooms, a well-equipped kitchen including a dishwasher, and a screened porch, alongside outdoor games and a deck with a grill for entertainment.

This family-friendly apartment in East Orleans is located just a short drive from downtown Orleans' amenities and offers tranquil private access to Pochet Bay, ideal for nature lovers and water activities.
This spacious 187 square meter residence accommodates up to 8 guests across 3 bedrooms and 3 bathrooms, featuring a newly remodelled kitchen, a den with a pool table, a furnished deck, and a first-floor suite with accessibility features.

This Eastham holiday let is situated on Town Cove, providing direct water access and a private dock, with Rock Harbor Beach and the Cape Cod Rail Trail within 3.2 kilometres.
This 60 square metre bungalow accommodates two guests with one bedroom and one bathroom, featuring air conditioning, Wi-Fi, a kitchen with a fridge and microwave, and complimentary daily tickets to local attractions through the Xplorie partnership, alongside provided kayaks and canoes.

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 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.

This Brewster condo, situated on Chilton Lane near Widger Hole Pond, offers easy access to Brewster's beaches and trails.
The two-bedroom, two-bathroom apartment sleeps five, boasting a modern kitchen with granite countertops, a pondside patio, and access to Ocean Edge Resort amenities (at an extra cost), including pools, a fitness centre, and kayak/paddleboard rentals at Blueberry Pond.

This Brewster holiday home, situated on Chilton Lane, is 2.1 kilometres from Ellis Landing Beach and 24 kilometres from Cape Cod Gateway Airport.
The 87-square-metre property boasts two bedrooms, two bathrooms, sleeps nine guests, and includes a swimming pool, Jacuzzi, tennis court, and on-site restaurant and bar.

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 Eastham holiday home is situated within 3.2km of Campground Beach and Thumpertown Beach, offering easy access to Cape Cod's coastline.
The four-bedroom, four-bathroom property sleeps eight guests and boasts a fully equipped kitchen, private balcony, garden, free Wi-Fi, and parking; limited housekeeping is provided.

This Eastham holiday home is conveniently located a short walk from Campground Beach and within a few kilometres of Kingsbury Beach, Nauset Lighthouse, and Cape Cod National Seashore.
This spacious 209 square metre property boasts four bedrooms, three bathrooms, and can comfortably accommodate fifteen guests, featuring a fully equipped kitchen, air conditioning, private balcony, and free Wi-Fi.

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.

This self-contained apartment in North Eastham's Narrowlands offers easy access to Nauset Light Beach and Coast Guard Beach, both within a short drive (approximately 1.6 to 3.2 km).
The one-bedroom flat, sleeping up to four guests, features a private deck with a hot/cold outdoor shower, a full-sized washer/dryer in the garage, and proximity to the Cape Cod Rail Trail for cycling to Wellfleet, Orleans, Chatham and Provincetown.

This Eastham holiday home is located on Town Cove, offering direct water access and a private dock, with the Cape Cod National Seashore just 1.4 kilometres away and the Cape Cod Rail Trail 1.5 kilometres distant.
This two-bedroom, two-bathroom cottage spans 121 square metres, accommodates four guests, and includes a kitchen with a fridge and microwave, air conditioning, Wi-Fi, parking, and complimentary daily tickets to local attractions through the Xplorie partnership.

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 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.