Pet-friendly vacation rentals in Eastham

4.81 out of 5 average rating, 37 reviews

A spacious cedar deck is furnished with a picnic table and two wooden lounge chairs, surrounded by greenery. The cottage features a screened-in porch with large windows, allowing natural light to illuminate the interior while blending outdoor and indoor living.

Cottage in Eastham

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.

5.0 out of 5 average rating, 16 reviews

Home in Eastham

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!

Superhost

Home in Wellfleet

5.0 out of 5 average rating, 6 reviews

Wellfeet Retreat

PET FRIENDLY home in Wellfleet, Just a ten minute drive to Cahoon Hollow Beach! This 3-bedroom, 2-bath home is set up for an easy, memorable Cape escape. It comfortably sleeps six and has everything you need to settle in right away—from a fully outfitted kitchen for home-cooked meals to a relaxed living room that’s perfect for unwinding after a day at the beach. Step outside and it gets even better. The backyard is made for summer nights, with a grill, outdoor dining table, & cozy seating.

A charming exterior of a single-story home is framed by a well-maintained lawn and trees. A gravel pathway leads to a screened porch, where rocking chairs are visible. The attractive shingle siding is complemented by a brick chimney, and a small blue shed is present in the background.

4.92 out of 5 average rating, 12 reviews

Brook House on the Bay Side

Classic Cape Charm! Welcome to Herring Brook, a beautifully updated 2-bedroom, 1-bath cottage in the heart of Eastham. Sleeps 4. Enjoy new flooring, a spacious screened porch, wraparound deck, large yard, and classic Cape Cod outdoor shower. Features include an updated kitchen and bath, Wi-Fi, Smart TV, A/C, washer/dryer, linens, and beach chairs. Bay and ocean beaches, Cape Cod Rail Trail, restaurants, shops, and family attractions are just minutes away. Pets considered with prior approval.

4.96 out of 5 average rating, 68 reviews

A decorative sign features the text '1130 Time & Tides' in elegant script. The sign is set against a wooden shingle backdrop, highlighting its nautical theme with an image of a sailboat and waves, conveying a connection to the coastal location.

Cottage in North Eastham

Time and Tides on Cape Cod Bay

Relaxing TIME and spectacular TIDES is why so many come to outer Cape Cod Bay. That is exactly what you will find with our beautiful cottage. Just feet from the beach (40 second walk), you can stroll to the shore at any time. So many things to do and places to see just minutes away. Or do nothing but relax, take in the amazing sunsets and enjoy one of the most beautiful locations on Cape Cod. We welcome pets but there will be an additional $125.00 charge for cleaning. 2025 New AC added !!

4.97 out of 5 average rating, 201 reviews

A charming cottage is surrounded by a grassy yard, featuring a set of four blue Adirondack chairs arranged around a small glass table. A gas grill is situated nearby, and a tree provides dappled shade to the area.

Guesthouse in Wellfleet

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.

4.98 out of 5 average rating, 105 reviews

The exterior of the Brewster Farmhouse is showcased, featuring a charming stone facade with green trim. A well-maintained yard surrounds the house, adorned with autumn foliage. The entryway includes two large windows framed by shrubs, with a welcoming double door at the center.

Home in Brewster

Cape Cod Farmhouse: Walk to the Beach in Brewster!

Defined by understated furnishings throughout, The Brewster Farmhouse is a serene beach retreat, right across the street from Ocean Edge Resort and a 10 minute walk to Ellis Landing Beach. Total of 3 bedrooms and 4 full bathrooms, with central AC and heating. All bedrooms have queen-sized beds, and their own private, en-suite bathrooms. Right next door to cute antique shops, art galleries, and boutique farms. Close walk or drive to all of the best restaurants and cafes in Brewster!

4.93 out of 5 average rating, 163 reviews

Home in Brewster

4BR/3B | Walk2Pond | Screened Porch | FireTbl | AC

Relax at this spacious mid-Cape retreat on a quiet private road, just a 5-minute walk to a private swimming beach and pond. Canoe included! Sleeps 8 with 4 bedrooms (2 on the main level, 2 upstairs) and 3 full baths with bidets. Enjoy central A/C, hardwood floors, a screened porch, 65" OLED TV, gas stove, gas fire table and grill, ping pong, and wooded yard. Convenient main-level washer/dryer. Near the Cape Cod Rail Trail, beaches, golf, tennis, boating.

4.96 out of 5 average rating, 205 reviews

A charming exterior of the Carriage House features weathered shingle siding and a cupola on the roof. Surrounded by landscaped gardens, the entrance showcases a well-kept pathway and a mix of greenery and blooming flowers, creating a welcoming ambiance.

Home in Eastham

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.

A charming cottage with a shingle exterior is set among tall trees. A covered porch with a railing invites relaxation. Large front windows provide ample natural light, while stone steps lead to the entrance. Surrounding landscaping features a mixture of gravel and greenery.

4.91 out of 5 average rating, 35 reviews

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.

A charming, light-colored house sits under a clear sky, surrounded by trees. The front entry features a welcoming pathway, two white Adirondack chairs, and a small table with flower pots. Large windows provide views into the interior, while a well-maintained garden enhances the curb appeal.

4.86 out of 5 average rating, 133 reviews

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