Pet-friendly vacation rentals in Eastham

Writer’s Cabin • On-Site Hot Tub & Wood-fire Sauna

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

Pets · Outdoor spaces · TV

1940 Cottage Studio/Loft Style Stunner! Dogs ok!

Charming stand alone Cape Cod Cottage, part of the historic Cottage Grove cottages of Eastham. A perfect respite for the busy world! The open and airy cottage exudes character: exposed beams, vaulted ceilings, fireplace, and a vintage soapstone sink. The wall of windows leads out to the spacious private cedar deck with picnic table and chairs for outdoor dining or relaxing among the trees. Cottage is dog friendly and located near the celebrated Fort Hill hiking trails at the National Seashore.

Pets · Outdoor spaces · Checkout

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!

Walkability · Outdoor spaces · Wifi

Abundant Blessings Cottage-Wellfleet

Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.

Walkability · Pets · Hiking

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

18+ Lovely waterfront tranquil getaway. All nearby houses hidden! This gem of a spot has been curated to soothe the soul! The cottage is sitting on Bakers Pond with an unobstructed view surrounded by conservation land *The driveway abuts a road* Wildlife can be observed. Swim or fish in this very clean kettle pond! The edges of the pond require water shoes for comfort as this is a natural body of water with no man-made beach/interference of nature. Kayaks, and life jackets available

Walkability · Pets · Getting around

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.

Walkability · Outdoor spaces · Air conditioning

Dog friendly, close to bay beaches & bike path

Welcome to Bralla by the Bay, an Outer Cape 4 bedroom cottage that is only half a mile to the beautiful bay beaches and a 5 minute drive to both the National Seashore and kettle ponds. Our cottage is located in a quiet, wooded quintessential Cape Cod neighborhood which offers easy access to beach, nature, and dining activities. It is cozy, yet spacious enough to accommodate a larger group with its ample parking and yard.

Walkability · Outdoor spaces · Beach

Serene Escape on Cape Cod -Bayside - Dog Friendly

During June, July, and August only Saturday check in only. Mass tax on short term rentals is 14.45% of the total amount paid. This is a requirement by law and is not included in the daily rate. Our home is located in North Eastham, off route 6, on a sandy road, minutes to the beaches, national seashore and bike trail. The home is new. We are dog friendly. Dogs only allowed with approval from owners.

Walkability · Outdoor spaces · Family

Walk to Beach, Pet Friendly, New Fenced Backyard!

Welcome to The Library! This newly renovated Eastham home is just a short walk to Thumpertown Beach and a quick drive to the National Seashore. Enjoy a redesigned eat-in kitchen, a screened-in three-season room, and a fully fenced backyard with brand-new pavers, a fire pit, and space for kids and dogs to play. Pet friendly and perfect for relaxing—come unwind and enjoy the best of the Cape

Outdoor spaces · Pets · Layout

Cozy Waterfront Apartment, Private Beach Access

Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Cod’s beautiful shores!

Pets · Outdoor spaces · Check-in

Game Room- Movie Projector Room- Fire Pit

Nestled in the heart of the Cape, our cozy and beautifully styled retreat becomes a magical group getaway, why we coined it "Gimlet Getaway". While many envision Cape Cod as a summer playground, it can become the best spring sanctuary for you and your large group! (Pool OPENING date is May 20th, pool closes early September depending on weather)

Outdoor spaces · Hospitality · Beach

Wellfleet Cottage By The Sea

Small, rustic cottage on the beach for one or two couples. Back door opens onto a long driveway to a sand road, front door opens onto a stairs to the beach. It's like a movie or book come to life. If you love The Notebook or The Outermost House you'll likely fall in love with the place. Please note, this property has NO HEAT.

Outdoor spaces · Pets · TV