Family-friendly holiday rentals in Eastham

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.

Spacious beautiful fully renovated Cape Cod escape

Beautifully furnished,fully renovated 4BD, 3BT duplex in Fantastic location.Spacious yard. At the end of a cul-de-sac.Within minutes of Beaches, Trails, Great Pond and Wiley Park. The open living space invites gatherings of family and friends. Cape Cod escape.Modern bathrooms, fully equipped kitchen with new appliances. Great outdoor space, patio, big tables- inside and outside, grill, plenty of parking, A/C window units, W/D. Sleeps up to 10. Linens, beach towels/chairs & an umbrella provided.

Modern, Clean Cottage • Walk to Campground Beach

Just 900 steps to Cape Cod Bay, this Bay Road property offers two ajacent quiet cottage units situated on 3/4 of an acre in the Campground Beach area of North Eastham. This charming cottage area provides a perfect setting for your memorable vacation. The National Seashore beaches, the Audubon, and cape cod rail trail (bike path) are easily accessible. Other activities such as restaurants, mini golf, bike rentals are nearby. The property is newly renovated, with new kitchen, bath and flooring.

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.

5 Min Walk to Bay Beach! Large, Newly Renovated!

A quiet 5-min WALK to Cole Road beach, a 1/2 mile to the Cape Cod Rail Trail and Wiley Pond. Short 7 min. drive to Coast Guard Beach, and 30 min. to Provincetown. Enjoy a quiet, bayside beach vacation in this spacious home, newly renovated! Location is perfect for vacationers looking to relax at the beach and/or be adventurous. Enjoy stunning sunsets every night and relax in this comfortable and roomy home that is peacefully quiet and has everything you need. Sat. to Sat bookings ONLY please!

10 min walk to Beach - Amazing View & Huge Deck

Enjoy an incredible view of Duck Meadow Tidal Marsh from this cozy cottage. Only a 10 minute walk to Boat Meadow Landing, a great bayside beach. Sip your morning coffee on our huge deck while enjoying the view. The deck includes a retractable roof if you would prefer to sit in the shade. Only minutes from incredible restaurants & shops in Orleans. This home includes AC, office space w/ monitors & a natural gas fireplace. Near the Cape Cod Rail Trail, hiking trails and numerous beach options!

Breezy Bay Cottage in the Pines

Cedar shingles, green shutters, a 1940s cottage in Eastham's pine Cottage grove. 1 BDR cottage that sleeps 2: a queen bed and a daybed piled with cushions. The screened porch sits flush against the trees with charcoal grill and picnic table otside. A cedar outdoor shower rinses you off under the open sky. .4 mi to Fort Hill, 2.6 mi to First Encounter Beach, 2.9 mi to Coast Guard Beach (New England's #1). Come inside to warm cedar and a skylit ceiling. Cool, quiet, and all yours.

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.

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.

Hillside Cottage

A one-bedroom cottage that sleeps 4, nestled into the hillside at the top of the wetland. Great for birding! Located on a beautifully landscaped property walking distance to Lecount Hollow Beach. The bedroom has a queen bed and there is a queen sleep sofa in the finished basement. There is also a studio apartment available on the premises that sleeps two. The listing name is "Comfortable Studio Apartment".(Pets are allowed in the studio appartment)

Bayside Escape~Short Walk to the Beach (1/2 MILE)

Bayside Escape: Short Walk to the Beach. Newly Renovated. Discover the perfect blend of modern design and coastal charm at Bayside Escape, a newly renovated 3-bedroom, 1-bath home ideally situated on the bayside, just a half-mile from the stunning Campground Beach. This beautifully appointed vacation rental places you at the heart of Cape Cod’s summer fun, with easy access to local attractions, including The Landing for delicious ice cream and more.

National Seashore Escape

There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.