Vacation rentals with a patio in Chatham

An outdoor fire pit, surrounded by four white Adirondack chairs, sits on a stone patio. Stone landscaping features greenery and flowering plants in the background, providing a serene setting for gatherings. The flames add warmth to the inviting atmosphere.

5 out of 5 average rating, 16 reviews

Beautifully renovated home, outdoor space, pets ok

Sea~a~Bella - Your perfect Chatham family vacation is here. You will find three beautiful, scenic beaches within walking distance providing the perfect summer Chatham day. Minutes away from restaurants, shopping and Cape Cod Baseball, there is something for everyone in the family. This modern home with plenty of space will ensure a wonderful stay. The backyard has plenty of room for games in addition to a new Outdoor kitchen and natural gas fire pit to relax comfortably on those cooler nights.

A charming cottage is seen from the front, featuring natural wood siding and a blue door. Well-maintained shrubs and blooming azaleas accentuate the entrance, while a stone pathway leads to the door, framed by a grassy area and trees in the background.

4.99 out of 5 average rating, 81 reviews

Serene Chatham cottage minutes from beach

Welcome to Cranberry Cottage, a 2 BR, 1 BA cottage centrally located & close to the best that Chatham has to offer. Perfect for couples or families! Situated at the end of a private street and overlooking a working cranberry bog, the house is surrounded by some of the Cape's best natural beauty and wildlife. The neighborhood offers walking paths to Ridgevale Beach (15-20 min; great for kids), conservation trails and the Cape Cod Rail Trail. By car, Ridgevale and Hardings Beaches are 5 min away.

4.96 out of 5 average rating, 116 reviews

A well-lit studio space features a spacious bed topped with white linens and a decorative throw blanket. Two bedside lamps provide soft lighting next to the bed. A modest seating area includes a small table and two chairs, with light blue walls enhancing the room's bright atmosphere.

Apartment in Dennis Port

Shining Sea Escape

Come enjoy our Polly Fisk Condo only minutes from pristine Dennis beaches and all that Dennis Port has to offer! Unwind in a comfortable Queen bed, kick your feet back on our private patio with a grill and outdoor seating. Linens are included! Full kitchen with stove, refrigerator, AC + electric heat, Wifi and TV with ROKU devices. All you have to do is unpack your bags and enjoy! Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. -2 Person Max-

4.84 out of 5 average rating, 110 reviews

A charming white cottage is surrounded by a well-maintained grassy yard, featuring a stone walkway leading to the front door. The exterior is complemented by large windows adorned with shutters, and a light chimney is visible on the roof, adding to the welcoming curb appeal.

Cottage in Harwich Port

Bright and airy Cape Cod cottage

Come enjoy all the Cape has to offer in this peaceful and conveniently located home. You'll be just five minutes away from both downtown Harwich Port and Dennis Port, and just a short walk to the beach. Spectacular hiking and kayaking can be found right down the road at Bells Neck and Herring River. With a spacious yard that is perfect for relaxing and a cozy living area, this is the perfect coastal home away from home. The cottage is equipped with central A/C, internet, and an outdoor shower.

The exterior of the coastal retreat features a welcoming entrance with a brick pathway leading to a charming blue door. Lush green grass surrounds the home, adorned with vibrant hydrangea bushes in shades of blue and lilac on either side.

5 out of 5 average rating, 85 reviews

Lovely Cape Cottage Home < 1 mile to the beach!

Relax at this charming South Chatham coastal retreat! Situated just 0.8 miles to Forest Beach & close proximity to the Cape Bike Trail - get away & enjoy the fall colors in a serene, private setting. The extensive outdoor space includes a custom fire pit, composite deck, stone patio & gas grille. Walking distance to several restaurants including Drifters, Bucas, Pisces & a short drive or bike ride to Chatham center. Located on a private drive & overlooking acres of beautiful conservation land.

A spacious roof deck features a dining table with seating for eight, shaded by a vibrant red umbrella. A lounge area showcases comfortable seating against a backdrop of a beautiful sunset. A grill and a cornhole game add to the outdoor enjoyment.

5 out of 5 average rating, 9 reviews

Luxury Home- Chatham Center- Walk to Town + Beach

Enjoy easy access to everything from this centrally located condo in the heart of downtown Chatham. This luxury condo is perfect for families, couples, or a group of friends looking to be walking distance to restaurants, boutiques, the beach & so much more! Enjoy an extremely spacious home with almost 2,700 sq ft of living space, 3 ensuites, & a large roof deck. In Downtown Chatham .3 Miles to Oyster Pond .5 Miles to Seaside Links Golf Course Experience Chatham with us & learn more below!

4.98 out of 5 average rating, 135 reviews

A sandy beach is lined with beachgoers enjoying the sun, and colorful umbrellas provide shade. Gentle waves ripple in the water under a clear blue sky, while grassy dunes frame the scene, highlighting the natural beauty of the coastal location.

Home in North Eastham

Private Bay Beach and Sunset Views! Dog friendly.

The beauty of Cape Cod awaits in this meticulous cottage with water views. Access to a private bayside beach is just steps away, across from the driveway and down a short sandy path. Beach chairs and beach towels included. Ride or walk 1 mi away to a great bike trail, or to National Seashore beaches, shops and restaurants. Or, relax at the cottage with updated amenities, appliances, comfortable beds, and a wonderful outdoor space with deck, fire pit, outdoor shower, lawn games and a hammock!

4.92 out of 5 average rating, 105 reviews

A spacious outdoor area features a circular arrangement of colorful chairs, including blue, red, and green options. The inviting lawn is framed by trees, with a large glassed-in porch visible in the background, providing a seamless connection to the natural surroundings.

Home in Harwich Port

Stunning Home in Harwich Port

Welcome to our stunning retreat in charming Harwich Port! This beautiful 4-bed, 2-bath home is the perfect destination for your next getaway. The spacious interior and finished basement are perfect for families or groups and the big fenced-in yard is ideal for outdoor activities, relaxation and pets (please include pets when booking)! A 5 min drive from the beach and downtown, you'll enjoy all that the area has to offer. Book today and experience the best of Cape Cod in this beautiful home!

The exterior of the cottage is framed by a lush green lawn and manicured shrubbery. A welcoming pink door serves as the focal point. Shade is provided by a large tree in the foreground, enhancing the serene atmosphere of the setting.

5 out of 5 average rating, 79 reviews

Charming Chatham Home! Less than Mile To Beach !

Cozy,comfortable and completely renovated this cottage has everything you need for a relaxing stay. Central air, outdoor shower, deck with Weber grill, fire pit, fully stocked kitchen. All linens provided, including beach towels. Less than a mile to Forest Beach and bike path. Short drive to all popular beaches. 10 minutes to Chatham Center, 5 minutes to Harwichport Center. We are nearby should you need anything during your stay , however you have complete privacy. Keyless entry.

4.95 out of 5 average rating, 123 reviews

A spacious bedroom features a four-poster bed with a light bedding set, complemented by two large, round ottomans. A patterned wall adds texture, while a cozy seating area is visible in the background. Soft lighting enhances the calm ambiance.

Apartment in Dennis Port

Apartment suite|pond access|Firepit|Private Deck

Enjoy a stylish experience at this centrally-located spot. Our newly built apartment suite is within walking distance of Dennis Port for restaurants, yoga, and an organic market. Private parking, entrance, and deck along w/ water access to Swan Pond. A full kitchen & Bath equipped with a new LG washer + dryer makes this space feel like your home away from home. Explore, play, rest & relax. We have all you need for a wonderful retreat to make your trip to the Cape an enjoyable one.

5 out of 5 average rating, 56 reviews

An open concept living area features a comfortable white couch and armchair, with a wooden coffee table at the center. The kitchen, visible in the background, is well-equipped and includes a fridge, while a dining area with two stools is highlighted. Natural light brightens the space.

Vacation home in Chatham

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond

This gorgeous home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, restaurants, the beach, a movie theater, Veterans Field for summer Chatham A’s games, The Squire, & more! This cozy, modern, & newly renovated apartment is ideal for a couple or two friends with an open living room & kitchen space + private patio. 1 Min Walk to Downtown Chatham 9 Min Walk to Oyster Pond Beach Experience Chatham with us & Learn More Below!