Vacation rentals with a patio in Chatham

4.98 out of 5 average rating, 113 reviews

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 Center

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

5 out of 5 average rating, 146 reviews

The entryway features a wooden staircase with white railings leading to the second floor. A cozy seating nook sits beside a window, adorned with decorative pillows. Light-colored walls complement the hardwood flooring, while a console table with a decorative bowl adds a welcoming touch.

Home in Plymouth

Updated Antique in Historic Downtown Plymouth

Updated antique colonial within walking distance to everything historic Downtown Plymouth has to offer- waterfront, boating, shops, restaurants, historic sites, and more. Fenced in backyard with patio overlooking gorgeous, well-maintained garden. Patio has large farm table with umbrella and Weber grill, great for entertaining! This charming in-town location offers you the best of both worlds - walking distance to everything while also being cozy and comfortable to enjoy a day at home to relax.

4.97 out of 5 average rating, 33 reviews

A spacious bedroom features a large bed adorned with decorative pillows and a textured blanket. Light green walls create a soft backdrop, while a bedside table with a lamp complements the overall decor. Closet doors provide convenient storage options.

Guesthouse in Chatham

Carriage House - Oyster Pond, Steps to Beach+Town

Overlooking Oyster Pond, this two bedroom Carriage House is the perfect spot to take advantage of the beach just outside your door or wander down the street to Chatham center. The Carriage House is adjacent to (but not accessible directly from) the Windmill, which can be rented separately. With large windows overlooking gorgeous sunsets, this second-story unit is a lovely spot for relaxing at the end of a fun-filled day! Full kitchen and private patio with BBQ grill. A/C, flat screen TV + wifi.

4.92 out of 5 average rating, 106 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 Center

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, 83 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.

5 out of 5 average rating, 29 reviews

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

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!

4.89 out of 5 average rating, 107 reviews

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

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

4.83 out of 5 average rating, 12 reviews

An aerial view showcases the expansive property featuring a traditional red house and a distinct tall tower structure. The lush green lawn surrounds the buildings, while the shimmering coastline and trees with autumn foliage form a picturesque backdrop under clear blue skies.

Home in South Orleans

Private Beach - 3 bedroom

Welcome to The Lookout at Pleasant Bay! This enchanting 2.5-acre property offers access to a private beach. Enjoy a beautiful flagstone patio with a pergola and a cozy fire pit for evenings under the stars. Inside, a unique 100-foot tower serves as a game room, perfect for gatherings. The property blends the charm of "Ye Olde Cape Cod" with modern comforts like air conditioning and smart TVs. Experience the perfect mix of natural beauty and contemporary living at The Lookout!

5 out of 5 average rating, 26 reviews

A charming Cape-style residence is surrounded by a spacious green lawn, framed by trees. The house features a sloping roof and a brick chimney, with large windows allowing plenty of natural light. A gravel driveway provides ample parking space.

Home in Wellfleet

The Wellfleet Beach House. Sleeps 6

On the road to Cape Cod's most loved beaches at the National Seashore. Come around the corner and pull into this property and you will instantly feel at home. This little gem is a three-bedroom Cape style with two bedrooms upstairs and a full bath with a walk-in shower. You will find another full bedroom and bath w/tub on the first floor. Open living/dining room & great kitchen. This property offers comfort and privacy with a level spacious backyard, firepit & outdoor shower.

5 out of 5 average rating, 50 reviews

An open-concept interior features a dining area with a table and four chairs, leading to a cozy living space with a sofa and television. A staircase is visible, enhancing the airy feel. Large windows allow natural light to illuminate the neutral-toned décor.

Condo in Chatham

Condo on Lighthouse Beach in Chatham

Beachfront, marina access and ocean breezes ! Newly renovated condo steps to a private beach that connects to Lighthouse Beach. Just a little more than a mile to downtown Chatham. Charming décor and an open floor plan. First floor bedroom opens out to the back patio. There is a marina next door, easy beach access, plenty of shared outdoor space and an outdoor shower. It is a short bike ride to the Monomoy National Wild Life Refuge for birding, kids camps and another the beach.

5 out of 5 average rating, 64 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!

4.94 out of 5 average rating, 49 reviews

A cozy lounge area features two light-colored sofas adorned with decorative pillows, positioned around a textured area rug. A wooden ladder leads to a lofted space, while natural light is welcomed through a skylight above. The stone fireplace adds warmth to the inviting atmosphere.

Cottage in Chatham

Chatham Beach Cottage 2BR + Loft Walk to the Beach

Relax with the whole family at this year round Charming Chatham Seaside Cottage , with just a short 5 minute walk to a beautiful private beach (Forest Beach 0.4 mi). Set on a private road, nestled amongst stunning trees, a peaceful and fun place to stay and explore all that the cape has to offer, a little piece of heaven. Walking distance to restaurants (Talkative Pig, Bucas, Castaways...) and just a short drive or bike ride into Chatham center, Harwich or Harwich Port.

Popular amenities for Chatham patio rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in North Eastham

A spacious living area features polished wooden flooring, with a cozy seating arrangement including two wicker chairs and a glass-top coffee table. Light streams in from a nearby window, illuminating a full-size refrigerator, induction cooktop, and a stacked washer and dryer in the background.

4.98 out of 5 average rating, 54 reviews

Billy & Beth's Bayside Lodging Cape Cod

4.82 out of 5 average rating, 11 reviews

A single-story structure features weathered grey shingles and multiple windows allowing natural light. A small deck is present, accompanied by colorful chairs and a picnic table. Surrounding greenery adds to the outdoor space, providing a relaxed and inviting environment.

Apartment in Chatham

Studio in South Chatham

5 out of 5 average rating, 58 reviews

The studio features a cozy sleeping area with a spacious bed, complemented by a brown leather couch and a decorative coffee table. Two windows allow natural light to fill the room, enhancing the soft neutral tones and views of the surrounding trees.

Apartment in Wellfleet

A Reverie by The Sea

4.97 out of 5 average rating, 134 reviews

A private backyard features landscaped areas with green lawn and mulch, patio stones, and seating options. Comfortable blue chairs sit under an umbrella, adjacent to a wooden dining set. A fire pit area complements the space, surrounded by lush greenery and flowering plants.

Apartment in Plymouth

Downtown Backyard Oasis

5 out of 5 average rating, 67 reviews

The Brewster Book Store features a charming two-story structure with a dark shingle exterior. Large windows display colorful ice cream cone designs, creating a welcoming atmosphere. A sign above the entrance indicates the store name, while planters with flowers add a touch of greenery in front.

Apartment in Brewster

The Book Nook

4.94 out of 5 average rating, 69 reviews

A welcoming sitting area features a comfortable sofa and a small dining table with two chairs. Natural light filters through the large window, highlighting the wood grain of a side table and a floral area rug. Decorative artwork is displayed on the walls.

Apartment in Cataumet

Cape Heaven

4.85 out of 5 average rating, 20 reviews

A view of a tree-lined street leads towards a serene waterfront, with clouds reflecting the daylight above. A mix of vehicles can be seen parked along the road, while manicured grass and young trees add greenery to the scene.

Apartment in Plymouth

Waterfront Condo

4.95 out of 5 average rating, 140 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|Firepit|Private Deck|Pond Access

House rentals with a patio

A charming two-story home is situated amidst well-maintained landscaping, featuring a mix of green shrubs and colorful foliage. The exterior is characterized by a traditional wood shingle design, and multiple windows allow natural light to enter the interior spaces.

4.98 out of 5 average rating, 40 reviews

Walk to Beach and Town, newly renovated 4/BR

4.95 out of 5 average rating, 22 reviews

This charming home features a light-colored exterior with blue shutters and a welcoming door. A manicured lawn surrounds the property, showcasing lush green shrubs and colorful flower beds. Tall trees provide a natural backdrop, creating a peaceful and inviting setting.

Home in Harwich

Charming Cape Cod Retreat–Walk to Long Pond Beach!

A spacious deck is bordered by lush greenery and tall trees, offering a view of the surrounding landscape. A large, light-colored wooden table is accompanied by several matching chairs, creating an inviting outdoor dining area. Natural light illuminates the scene under a clear blue sky.

4.77 out of 5 average rating, 47 reviews

Ocean View-Semi-Private beach-Jacuzzi-3 BR-AC

4.93 out of 5 average rating, 104 reviews

An outdoor area showcases a gas firepit surrounded by several chairs on a stone patio, under a pergola. In the background, a deck with outdoor furniture and a hot tub is visible, complemented by a fenced yard and lush trees. Sunlight brightens this inviting space.

Home in West Yarmouth

Awesome Cottage near Beach, Backyard Bar & Hot Tub

4.94 out of 5 average rating, 32 reviews

The living area features a comfortable grey sofa and light-colored accent chairs, inviting relaxation. Natural light filters through large windows adorned with sheer curtains, offering a view of the landscaped yard. A coffee table with plants and decor completes the welcoming ambiance.

Home in Dennis Port

Renovated Coastal Cape Home

4.93 out of 5 average rating, 40 reviews

An open-concept living space is depicted, featuring a long dining table that comfortably seats up to 12. A spacious living area can be seen in the background, complete with large windows allowing natural light to fill the room. A ceiling fan and coastal decor add to the atmosphere.

Home in North Eastham

Huge Roof Deck Overlooking Ocean. Paradise Awaits!

4.86 out of 5 average rating, 22 reviews

Cheerful 2 bedroom home walk to town location.

5 out of 5 average rating, 42 reviews

The exterior of a charming two-story house features light-colored shingle siding and a welcoming front porch, furnished with a wooden bench. Manicured lawns and trees frame the property, complemented by a clear blue sky.

Home in Eastham

Renovated with WATER VIEWS of Orleans Town Cove

Condo rentals with a patio

4.9 out of 5 average rating, 30 reviews

A two-story home is set amid lush greenery, featuring a well-manicured lawn and a large tree offering shade. The exterior displays classic architectural elements, with white siding and black shutters. A sign marked '1846' is visible beside the pathway, inviting exploration.

Condo in Falmouth

Prime Location! Walk to ferry, beach & downtown.

4.82 out of 5 average rating, 74 reviews

A spacious sleeping area features a large bed with neutral bedding and colorful accent pillows. A TV is mounted on the wall. Natural light filters through a sliding glass door, which opens to an outdoor area with a small table and chairs.

Condo in Dennis Port

Cozy Studio Just Steps Away From the Beach!

4.85 out of 5 average rating, 55 reviews

Condo in Brewster

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

4.96 out of 5 average rating, 95 reviews

The living area features a light-colored sofa paired with matching armchairs. A small table holds fresh flowers. Soft lighting from lamps creates a comfortable environment. Large sliding doors provide natural light and open to an outdoor patio with a dining set.

Condo in Brewster

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

4.97 out of 5 average rating, 58 reviews

A sandy pathway leads through gentle dunes to the beach, where the ocean horizon meets a sky filled with soft clouds. Green grasses frame the scene, creating a serene transition to the water.

Condo in Harwich

Door to shore in a hop, skip, and a jump!

5 out of 5 average rating, 88 reviews

An open living area features large glass doors that provide views of the golf course. A comfortable seating arrangement includes a recliner and a sectional sofa. A spiral staircase leads to the loft above, and a mounted television is positioned above a modern fireplace.

Condo in Brewster

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

4.95 out of 5 average rating, 42 reviews

The exterior of the condo is shown, featuring a well-maintained entrance with a white door and a decorative window. Blue shutters complement the tan shingle siding. A small white table is positioned beside a folding chair on the porch, surrounded by neatly trimmed hedges and grass.

Condo in Dennis Port

Dennisport Beach Condo, Unit 5