Holiday 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

An outdoor deck is presented with a seating area featuring a large sectional sofa and a fire table at the center. Nearby, a grill is visible alongside two lounge chairs. The surrounding trees and a colorful sunset create a serene backdrop.

5 out of 5 average rating, 11 reviews

Chatham Center - Games & Firepit - Walk everywhere

Your family or group of friends will be close to everything when you stay at this centrally-located home. This cozy home is perfect for those looking to be walking distance to restaurants, boutiques, movie theater, baseball field, beach, & more! Enjoy 5 bedrooms, two decks, a spacious outdoor shower, & a finished basement filled with two seating areas & games. In Downtown Chatham .4 Miles to Oyster Pond Beach .3 Miles to Seaside Links Golf Course Experience Chatham with us & learn more below!

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 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!

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

Enjoy easy access to everything from this perfectly located home base. Located in historic Chatham Village, this 1850's home is a minute walk from Oyster Pond beach, down town, and the ball park. House has been completely updated and refreshed with new first floor bathroom, and new granite in kitchen. House has 4 bed rooms, three with queen sized beds, and one with twin bunks. Master bedroom has adjacent sitting room with fold out day bed providing privacy and additional sleeping area.

4.85 out of 5 average rating, 80 reviews

Updated 4BR Home, close to Beach, Town & Bike Path

Linens now included! Renovated home in ideal location with central AC, walking distance to downtown Chatham and beaches. Beautifully decorated for your Cape Cod vacation with family or friends. Excellent setup for families, with bunk beds and playroom. Enjoy the back deck, outdoor shower and grill overlooking private landscaped backyard. Walk or quick drive to top rated restaurants, shops and picturesque beaches. Street has direct access to the Bike Path and new tennis/pickleball courts.

4.95 out of 5 average rating, 132 reviews

Guest house in Brewster

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.

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 Port

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.

Apartment 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

5 out of 5 average rating, 103 reviews

Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

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.

Holiday 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.

4.96 out of 5 average rating, 164 reviews

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

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 rentals with patio in Chatham

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.98 out of 5 average rating, 54 reviews

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.

Flat in North Eastham

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.

Flat 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.

Flat in Wellfleet

A Reverie by The Sea

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.

Flat 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.

Flat in Cataumet

Cape Heaven

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.

Flat in Dennis Port

Apartment suite|Firepit|Private Deck|Pond Access

4.77 out of 5 average rating, 22 reviews

The exterior of a cottage features a covered porch with a wooden picnic table and green chairs. The entry door is white, framed by two large windows with a combination of small and square panes. A patch of grass and gravel pathway are visible.

Flat in Harwich Port

Cozy beachfront unit in Harwich - Unit 1

4.78 out of 5 average rating, 23 reviews

An aerial view captures the surrounding landscape, featuring a winding river bordered by trees displaying autumn colors. A bridge spans across the water in the background, while a pointed arrow indicates the location of the property nestled near the water's edge.

Flat in Bourne

Cape Cod Canal Retreat

House rentals with a patio

5 out of 5 average rating, 3 reviews

Home in Sandwich

6 Richards - New! with hot tub, 1/2 mile to beach

5 out of 5 average rating, 21 reviews

A spacious open-concept kitchen and dining area features light wooden cabinetry and a central island. A dining table with seating for six is highlighted, while a comfortable living area with a gray sofa and decorative cushions is visible in the background. Natural light floods the room, enhancing the warm wood flooring.

Home in Eastham

Lovely House 5 Min to Beach - Deck, Grill, Garage

5 out of 5 average rating, 25 reviews

A charming single-story home is framed by lush green lawns and minimal landscaping. The exterior features shingled siding and a welcoming front porch. Large windows and a set of double doors provide natural light. A gravel driveway leads up to the entrance, surrounded by trees.

Home in Harwich Port

Your beach home away from home!

4.93 out of 5 average rating, 167 reviews

A private hot tub is set beneath a wooden pergola, surrounded by vertical slatted fencing. Natural light filters through the structure, casting patterns on the spa surface. Green foliage is visible in the background, creating a serene outdoor retreat.

Home in West Dennis

Violet’s Place- king bed- pet friendly- hot tub!

4.72 out of 5 average rating, 18 reviews

A bright living space features hardwood flooring and an open layout with ample natural light. A comfortable seating area is complemented by a modern fireplace and a large TV. A dining table is located in the background, surrounded by stylish white chairs.

Home in Harwich

Dream Cape Getaway • HOT TUB • fire pit • AC

5 out of 5 average rating, 7 reviews

An inviting outdoor area features a heated in-ground pool surrounded by a wide patio of pavers. Sun loungers are positioned near the water, and a dining set is shaded under an umbrella. Lush greenery is visible in the background, providing a sense of privacy.

Home in Popponesset

49 Clover Lane, 3 beds, 3.5 baths, pool & firepit

4.88 out of 5 average rating, 17 reviews

The exterior of the house features a charming façade adorned with window boxes filled with vibrant flowers. A pebbled pathway leads to the entrance, surrounded by greenery and colorful plants. The roofline is highlighted by a gentle slope, complementing the overall inviting appearance.

Home in Falmouth

Falmouth Village Tranquility

The outdoor patio area features a large dining table surrounded by chairs, alongside a cozy fire pit with seating options. Lush greenery and a tree provide shade, while the property’s exterior showcases a charming design. Steps lead to an elevated deck area.

5 out of 5 average rating, 24 reviews

Downtown Chatham Walk to Everything: 4 Bedroom+

Apartment 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.

Apartment in Falmouth

Prime Location! Walk to ferry, beach & downtown.

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.

Apartment in Chatham

Condo on Lighthouse Beach in Chatham

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.

Apartment in Dennis Port

Cozy Studio Just Steps Away From the Beach!

4.85 out of 5 average rating, 55 reviews

Apartment 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.

Apartment in Brewster

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

Apartment in Harwich Port

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.

4.97 out of 5 average rating, 58 reviews

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.

Apartment in Brewster

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