Vacation rentals with a patio in Chatham

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Top-rated patio rentals in Chatham

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Top guest favorite
A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.
Home in Harwich Port
4.98 out of 5 average rating, 112 reviews

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

Guest favorite
A living room area presents a grey sofa adorned with patterned cushions, accompanied by a woven coffee table. A standing lamp provides light beside a simple side table with decor. The soft, green walls are complemented by dark curtains and framed artwork.
Home in South Yarmouth
4.96 out of 5 average rating, 121 reviews

Modern Beach & Pond Getaway | Heart of Cape Cod

Your perfect Cape Cod escape awaits! Coastal chic home base w/ king bed & AC near all Cape Cod has to offer. <8 min to pristine beaches, endless local shopping, entertainment & dining. Short walk to Wings Grove Beach to fish, kayak or swim in serene Long Pond - perfect for kids! Take in nature while biking the Cape Cod rail trail (4 min away) & ride all the way to the outer cape! BBQ, enjoy the firepit, fenced in yard, and outdoor shower. On cool nights, cozy up next to the indoor gas fireplace

Top guest favorite
A bright kitchen area is visible, featuring white cabinetry and modern appliances. A small dining table with two wooden stools is positioned near a window. The space is enhanced by natural light and wooden flooring, creating a welcoming atmosphere that connects to an adjoining living space.
Cottage in Dennis Port
4.89 out of 5 average rating, 105 reviews

Oyster Isle-Steps from the Beach!

A perfect seasonal escape, come enjoy the ocean waves and sunshine at this beach retreat! Spend time with family and friends exploring all the Cape has to offer in lively Dennis Port. Located steps from Haigas Beach, nearby playgrounds, ice cream shops, restaurants (Ocean House, Sandbar, Pelham House) and more. This 1 bedroom cottage comes fully equipped with a queen bed, beach essentials, outdoor shower, full kitchen & living space, A/C, parking, just steps from the beautiful Nantucket sound.

Top guest favorite
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
4.85 out of 5 average rating, 119 reviews

Cozy & Bright Cape Cod Cottage- Walk to the beach!

Come enjoy all the Cape has to offer in this peaceful and conveniently located home. Half-mile walk to the ocean! You'll be just five minutes away from both downtown Harwich Port and Dennis Port. 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, speedy internet, and an outdoor shower.

Guest favorite
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
4.93 out of 5 average rating, 113 reviews

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!

Top guest favorite
An open kitchen features a central island with seating and pendant lighting, surrounded by wooden cabinetry. The spacious living area includes comfortable seating and large windows allowing natural light. A natural wood floor complements the cozy, inviting design of the home.
Vacation home in Chatham
5 out of 5 average rating, 55 reviews

Charming 3b/2ba House close to Downtown/Pier/Beach

Relax in this charming 3 bedroom, 2 full bath house located at the end of a quiet cul de sac, close to downtown, Chatham Bars Inn, Lighthouse beach! Beautiful home that features coastal classic interior with all of the modern amenities to make your vacation that much more enjoyable. Enjoy abundant outdoor space for lawn games, fenced in yard, a fire pit with seating, lawn games, patio with table, appointed chef's kitchen, full linens, towels, beach chairs and more. Permit - STR 626

Top guest favorite
The bedroom features high ceilings with skylights that allow natural light to fill the space. A spacious bed with blue and white bedding is complemented by matching decor. Two windows provide views of the outdoors, and a dresser is placed against the wall.
Guesthouse in Brewster
5 out of 5 average rating, 38 reviews

Bright & Cozy with Patio, Grill near Beach & Golf

Peaceful and spacious guesthouse in Brewster - minutes from Wequassett Resort, beaches, golfing & more. This space is complete with cathedral ceilings, skylights, a shared large patio with outdoor seating, gas grill, parking, and a washer/dryer. Enjoy your morning coffee on the patio, Keurig & K-cups provided. Linens, shower essentials, towels, and beach accessories are all supplied. An ideal location & space for a couple's escape with activities, restaurants & shopping moments away!

Top guest favorite
An aerial view captures a serene pond surrounded by lush greenery. Clear blue water reflects the sky, while sandy areas and aquatic plants line the edges. The tranquil environment suggests opportunities for relaxation and connection with nature.
Guesthouse in Brewster
4.95 out of 5 average rating, 130 reviews

Brand new, on a secret pond

Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

Top guest favorite
A charming house is set on a well-maintained grassy area, featuring white siding and a gray shingled roof. Lush green landscaping surrounds the entrance, with a flowerbed outlining a stone pathway leading to the door. Sunlight bathes the scene, highlighting the inviting atmosphere.
Home in Harwich Port
5 out of 5 average rating, 29 reviews

Beautiful Home Near the Ocean.

Enjoy this centrally-located abode, nestled on a beautiful cul-de-sac, in Harwich. Just 4/10 mile to a neighborhood beach and centrally located between Earle & Pleasant Beaches. Relax in the living room and watch TV or enjoy the patio in the backyard. Grab a bite at the large dining table or outside under the stars. After dinner, admire Cape Cod by taking a walk along the beach or head over to Main Street. At the end of the night retreat back home, which comfortably sleeps six!

Guest favorite
The kitchen features white cabinetry and stainless steel appliances, with a large granite island equipped with seating. Natural light floods in from the adjoining dining area, enhanced by multiple windows that offer views of the surrounding greenery.
Condo in Chatham
4.89 out of 5 average rating, 106 reviews

Walk to beach! Chatham Luxury near downtown, CBI!

Chatham Searenity! BEACH ACCESS! Walk to beautiful beach overlooking monomoy! 2 minutes from Chatham Bars Inn, Chatham links golf & downtown! Luxury 2 bedroom, 2 bath condo with full kitchen & cookware. Quiet, comfy space centrally located. Peaceful, relaxing private space with large queen bed, daybed w/ pull out trundle, A/C, washer dryer, Wifi & ample parking. Hulu live tv, Netflix, Prime video, HBO max, Disney+. Central to everything! Perfect Cape escape. IG @chatham_searenity

Top guest favorite
The renovated windmill exterior showcases unique architectural features with a pointed roof and prominent wooden blades. A bright blue door is framed by a brick pathway, leading to a garden of blooming daffodils, offering a cheerful first impression.
Cottage in Chatham
4.95 out of 5 average rating, 76 reviews

Renovated Chatham Windmill! Walk to Beach/Town!

Newly renovated Chatham Windmill! Beautiful Water View, Steps to Oyster Pond Beach & Main Street! Complete renovation of Windmill in 2022. This unique rental has one bedroom with king bed on second floor, with small full kitchen/dining area, two sitting/TV areas and full bathroom on first floor. Private patio with BBQ grill, dining table and chairs. Enjoy the beautiful water view from Adirondack chairs, just outside your door! Perfect spot for your vacation!

Guest favorite
A modern kitchen features a spacious island with two black bar stools. Stainless steel appliances, including a microwave and toaster, complement quartz countertops. Natural light fills the space through large windows, revealing a glimpse of greenery outside.
Cottage in Oak Bluffs
4.96 out of 5 average rating, 164 reviews

Beautiful and walk to everything Oak Bluffs!

This is a beautiful cottage in the heart of Oak Bluffs! Walk to town, the inkwell beach and the harbor! This modern and comfortable space will be the perfect home base for you and your family. Enjoy all the amenities including central air. Coffee maker, full laundry, outdoor shower and a beautiful patio too. We are on property eager to make your stay as magical as possible. Please check the reviews of our other listings to see how guests enjoy our properties.

Popular amenities for Chatham patio rentals

When is the best time to visit Chatham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$73,191 GYDG$61,689 GYDG$58,134 GYDG$70,681 GYDG$78,419 GYDG$93,893 GYDG$121,078 GYDG$122,333 GYDG$83,647 GYDG$70,681 GYDG$75,282 GYDG$76,327 GYD
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Quick stats about vacation rentals with a patio in Chatham

  • Total vacation rentals

    Explore 340 vacation rentals in Chatham

  • Nightly prices starting at

    Chatham vacation rentals start at G$18,820 GYD per night before taxes and fees

  • Verified guest reviews

    Over 12,940 verified reviews to help you choose

  • Family-friendly vacation rentals

    300 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    340 of Chatham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chatham rentals

  • 4.9 Average rating

    Chatham stays are highly rated by guests—averaging 4.9 out of 5!

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