Family-friendly holiday rentals in Eastham

4.96 out of 5 average rating, 113 reviews

Home in North Eastham

New modern style Cape Cod escape

Beautifully furnished,fully renovated 3BD,2BT duplex in a 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. Modern bathrooms, fully equipped kitchen with new appliances. Great outdoor space, patio, big tables,grill, plenty of parking, A/C window units, W/D. Sleeps up to 6 people.Linens, towels, beach towels/chairs & an umbrella provided.Peaceful Cape Cod home

5.0 out of 5 average rating, 60 reviews

A charming Cape Cod cottage is framed by a lush green lawn. The house features light gray shingles, blue shutters, and flower boxes beneath the windows. A concrete pathway leads to the front entrance, with trees and shrubbery providing a natural backdrop.

Home in North Eastham

Cape Cod cottage with 3 bedrooms near ocean & bay

Bring your family to this newly updated cottage in Cape Cod. The house has 3 bedrooms, including a kids bunk room. Bay beaches are 1.2 miles away & ocean side beaches are nearby! Close access to the Cape Cod Rail Trail (0.5 miles away). When you’re not at the beach, enjoy cooking on the BBQ grill, playing games/puzzles, using the kids’ art table, having a campfire, or lounging in the family room. Cooler, chairs, & sand toys are available. Enjoy the outdoor shower too. Fun memories to be made!

4.9 out of 5 average rating, 100 reviews

A spacious outdoor patio area features a dining table with chairs, surrounded by lounge chairs. Vibrant red Adirondack chairs are positioned nearby, and various potted plants add a touch of greenery. The setting is bordered by trees and grass, offering a peaceful atmosphere.

Cottage in North Eastham

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.

A contemporary cape-style home is framed by lush greenery and tall trees, set back from a sandy path leading to the entrance. The home features a charming front porch with large windows, offering a welcoming presence amidst the tranquil outdoor surroundings.

4.79 out of 5 average rating, 166 reviews

Contemporary Cape, Marsh/Bird Sanctuary views, AC!

Unwind in paradise! This stunning property offers the best of both worlds: refreshing breezes from the marsh through open windows and doors, and newly installed Air Conditioning for rare, scorching days. Wake up to sunrises, a symphony of birds, the endangered Osprey, Great Blue Heron, and Egrets outside your window. Audubon is across the marsh. At night, owls, moonrise, and stars!! A bright, airy oasis on a quiet cul-de-sac, minutes from the beach, shopping, and scenic bike/rail trail.

5.0 out of 5 average rating, 51 reviews

A serene beach scene captures a gentle stream flowing through soft sand, leading to the ocean. The clear blue sky reflects sunlight across the water's surface, highlighting the expansive shoreline. Minimal vegetation and distant structures provide a sense of tranquility to the landscape.

Home in North Eastham

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!

5.0 out of 5 average rating, 17 reviews

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!

4.92 out of 5 average rating, 213 reviews

The kitchen area features a wooden pitched ceiling and a functional layout. A farmhouse sink is paired with stainless steel appliances and cooking essentials. Two stools are positioned at a counter, with a small vase of flowers adding a touch of nature. Glass doors offer views to an outdoor deck.

Home in Wellfleet

Wellfleet Woods Escape

Open kitchen + living + dining, w/ a wooden pitched ceiling and two sliders overlooking the deck, backyard +marsh. Functional kitchen with Farm sink, DW, cooking and pantry essentials. Two comfortable bedrooms with window AC's, new mattresses, and blackout curtains. Bathroom w/ tub/shower + plenty of towels for beach or house use. Outdoor shower is great in warmer months! Enjoy this quiet, tucked away Wellfleet spot with lots of walking trails and beautiful sunset views just down the road.

4.97 out of 5 average rating, 202 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.

Guest house 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.

4.95 out of 5 average rating, 152 reviews

A private balcony features a small white table and two wine glasses, set among comfortable lounge chairs. Lush greenery surrounds the area, creating a serene and secluded outdoor space, perfect for relaxation.

Guest suite in Eastham

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.

A classic Cape house with a gabled roof showcases a welcoming facade. The exterior features red shutters, multiple windows, and landscaped gardens with flowering plants. A gravel driveway leads up to the entrance, which is framed by decorative shrubs, contributing to a peaceful, inviting setting.

4.99 out of 5 average rating, 147 reviews

Bayside Bliss

Classic Cape house on a quiet road just steps from the Cape Cod Rail Trail bike path and 1/2 mile from a sparkling pond. Cape Cod bay is 1.3 miles away. Woods, wind and sun await you! Spacious 4 bedroom, 2 bath home with beautiful sun porch...4 NIGHT MINIMUM. Kindly introduce yourself in your inquiry - we appreciate hearing details about your group and your reason for visiting Cape Cod. There is a 7 NIGHT SUNDAY - SUNDAY MINIMUM from July 5 - August 16.

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.

4.96 out of 5 average rating, 207 reviews

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.