Compare best accommodations in Orleans, MA from 100+ sites!

This Brewster apartment is located in the heart of the town, within walking distance of popular landmarks. It has received excellent ratings for its location, cleanliness, and user experience.
The apartment features one bedroom, two bathrooms, a fully equipped kitchen, a furnished balcony, and access to an indoor pool, fitness center, and spa tub. It also offers free WiFi, in-unit laundry, and a sofa bed for additional sleeping arrangements.

This vacation home is located just a short distance from Eastham Windmill and Cape Cod National Seashore, offering easy access to the beautiful beaches and coastal scenery of Eastham. This property has received excellent user ratings, making it a popular choice for travelers.
The home has three bedrooms and three bathrooms, accommodating up to nine guests. Enjoy a private pool, spa tub, and outdoor dining area, perfect for relaxing and enjoying the beautiful surroundings.

This East Orleans vacation home is located 2/10ths of a mile from Nauset Beach and near the Cape Cod National Seashore, offering convenient access to local attractions.
This family-friendly apartment features 4 bedrooms, 2 bathrooms, and can accommodate up to 10 guests, with amenities including a private heated saltwater pool, hot tub, two gas fireplaces, and a fully-equipped kitchen.

This oceanfront condo in Dennis Port, MA offers direct access to Edgewater Beach Resort's private beach and is 1.5 miles from West Dennis Beach.
The 1-bedroom unit sleeps 4, features a fully equipped kitchenette, and includes access to resort amenities like indoor/outdoor pools, a fitness center, and a hot tub.

This charming Cape Cod home is located just steps from a 27-acre swimming pond and an 8-minute drive from the ocean, offering a peaceful retreat close to the beach. Guests consistently rate this property "excellent" for its amenities and location.
The house has 3 bedrooms and 2 bathrooms, comfortably accommodating up to 7 guests. Enjoy amenities like a fully equipped kitchen, a private yard with a deck, and a peaceful pondside setting perfect for swimming, kayaking, or simply relaxing by the water.

This Brewster vacation home, located on Chilton Lane, is 1.3 miles from Ellis Landing Beach and 15 miles from Cape Cod Gateway Airport.
The 940-square-foot house features two bedrooms, two bathrooms, and accommodates up to nine guests, offering a private garden, swimming pool, jacuzzi, tennis court, and on-site restaurant and bar.

This Brewster cottage rental is conveniently located less than 2 kilometers from Nickerson State Park, Linnell Landing Beach, and Ocean Edge Golf Club, offering easy access to Cape Cod's beaches and attractions.
This 500-square-foot vacation home features two bedrooms, one bathroom, and accommodates three guests, complete with a fully equipped kitchen, air conditioning, a patio, and on-site parking.

This newly renovated home is situated in a quiet neighborhood in Chatham, within walking distance of the town's shops and restaurants, and a short drive to Adventure Chatham and Cape Cod Lavender Farm. It has an excellent user rating.
The house has over 2,200 square feet of living space on a private half-acre lot, with 3 bedrooms, 2 1/2 bathrooms, comfortably sleeping 8 guests. It features a spacious living space, a first-floor master suite, a second-floor family room, a large deck, air conditioning, a kitchen with a fridge, microwave oven, and dishwasher, a terrace, a balcony, a garden, parking, and internet.

This North Chatham vacation rental is less than a mile from the Chatham Shark Center and Cape Cod beaches, and within 1.2 miles of the Chatham Railroad Museum and Chatham Marconi Maritime Center.
This 700-square-foot house features three bedrooms, one bathroom, a fully equipped kitchen, and a private balcony; it comfortably sleeps four guests and includes amenities like internet access, air conditioning, and parking.

This Eastham house is located within walking distance of Cape Cod Bay and Kingsbury Beach, with direct access to the Cape Cod Rail Trail for biking.
This 1800 sq ft home accommodates 8 guests with 3 bedrooms, featuring a king primary suite, a queen bedroom, and a third bedroom with a queen and two twins, plus amenities like a BBQ grill, outdoor shower, central air, high-speed WiFi, and parking for 4 cars including an EV charger.

This 7-bedroom vacation home is conveniently located in Orleans, just a short walk from Nickerson State Park and within a 3-mile radius of popular attractions like Stony Brook Grist Mill, Skaket Beach, and Jonathan Young Windmill. This property has received excellent user ratings, ensuring a comfortable and enjoyable stay.
The home features a spacious layout, comfortably accommodating up to 26 guests. Enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, a private garden, and a terrace, perfect for relaxing and enjoying the peaceful riverfront setting.

This Chatham house is located within walking distance of popular attractions such as the Chatham Shark Center and Veterans Field. It has excellent user, location, and cleanliness ratings.
The house has a floor area of 2000 square feet, 4 bedrooms, 2 bathrooms, and can accommodate up to 8 guests. It features a garden, barbecue grills, a fully equipped kitchen, multiple bathrooms, a washing machine, and is pet-friendly and smoke-free. It is also situated directly by the sea, offering stunning ocean views and easy access to the beach.

This three-bedroom Cape Cod-style house rental near Chatham and Orleans offers easy access to both towns' attractions.
The 910-square-foot property features a spacious layout, a large backyard, off-street parking, a full kitchen with fridge, freezer, and microwave, and accommodates up to five guests.

This Orleans vacation rental is ideally situated near Eldridge Park, a short two-minute drive from the Orleans Firebirds baseball stadium and a six-minute drive from Skaket Beach, with a playground adjacent to the property.
The three-bedroom, two-bathroom house comfortably sleeps six guests and features a fully equipped kitchen, central air conditioning, a large screened-in porch, washer/dryer, outdoor shower, and propane grill; beds are made upon arrival with linens provided.

This Orleans vacation home, located less than 3 miles from the Jonathan Young Windmill, Orleans Bowling Center, and Rock Harbor Beach, offers easy access to Cape Cod beaches within a 5-mile radius.
The 1500-square-foot property boasts three bedrooms, two bathrooms, and accommodates six guests, featuring a fully equipped kitchen, in-house laundry, a fireplace, cable TV, air conditioning, and outdoor amenities including a terrace, garden, and barbecue grills.

This family-friendly vacation home is located in Orleans, just a mile from Nickerson State Park and Orleans Bowling Center, and within three miles of Cape Cod Beaches and Skaket Beach. This property has received excellent user ratings and is a great choice for families looking to enjoy the natural beauty and attractions of Orleans.
This 1300 square foot vacation rental has three bedrooms, two bathrooms, and can comfortably accommodate six guests. The home is equipped with a full kitchen, a fireplace, a washing machine, a patio, and a TV, along with a garden, barbecue grills, and a tennis court.