Holiday rentals with a patio in Chatham

4.98 out of 5 average rating, 111 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 Port

Spacious Modern Cottage, beach& Wychmere <1.4mile

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

The exterior of the Sea Captain's House showcases a charming shingle-style design, set within a well-maintained lawn. The front features a welcoming entrance, flanked by large windows that provide plenty of natural light. Neatly trimmed bushes and trees surround the property, enhancing its appeal.

4.87 out of 5 average rating, 15 reviews

LOCATION! Sea Captain's House, Walk to Beach/Town

Overlooking Chatham's beautiful Oyster Pond, this home is the perfect location for your vacation. Take advantage of the beach just outside your door or wander down the street into Chatham center! Enjoy so much of Chatham - without getting in your car! This Sea Captain's house includes five bedrooms (sleeps three on first flr and six on second flr), four and a half bathrooms, full kitchen and dining area, two living room areas with two TVs, laundry room, water view porch and patio w/ BBQ grill.

4.9 out of 5 average rating, 193 reviews

A charming cottage is surrounded by lush greenery and soft landscaping. The exterior features a light wood shingle design with a welcoming porch and a shaded deck area. Outdoor seating is present, inviting relaxation under the clear blue sky.

Home in Hyannis Port

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

A bright and spacious living area features vaulted ceilings with wooden beams and large windows that offer expansive views of the surroundings. A plush sectional sofa and additional seating surround a circular coffee table, while a dining area with a table for six is visible in the background.

5 out of 5 average rating, 5 reviews

Pond Views-Firepit-Game Room-Beach Access-Kayaks

Welcome to your perfect Cape Cod getaway for families or a group of friends! This beautiful retreat offers stunning pond views, spacious outdoor seating, a cozy firepit, & a basement packed with fun including a ping pong table & board games. Need to get some work done? A dedicated office space ensures you can stay connected while enjoying your vacation. Walk to small neighborhood beach 1.8 miles to downtown Chatham 2.1 miles to Lighthouse Beach Experience Chatham with us & Learn More Below!

4.98 out of 5 average rating, 210 reviews

A bright bedroom features a spacious bed with colorful blankets and decorative pillows. A variety of sun hats are displayed on the wall, providing a cheerful accent. Natural light enters through the window, illuminating the cozy interior.

Cottage in Dennis

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

4.93 out of 5 average rating, 110 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 bright bedroom features a queen bed with striped bedding and a yellow accent pillow. A sliding glass door opens to a private balcony with two chairs, overlooking scenic water views. Natural light fills the space, complemented by a woven light fixture and vaulted ceiling.

4.98 out of 5 average rating, 56 reviews

Waterfront: Near Town, Fenced Yard, Pet Friendly

Soak up the ☀️ while enjoying the lush outdoor space at our waterfront home, Queen’s Quarters. Bring or rent a kayak or paddleboard as you have direct water access or unwind on the deck looking out for swans or our friend, the Great Blue Heron. From your morning coffee to evening cocktails, the alfresco dining space is suited for anyone at any time of day. Queen’s Quarters is multi-level with a finished basement providing ample space. Since dogs are part of the family, we consider pets.

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.

4.89 out of 5 average rating, 102 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, 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

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, 63 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!

Guest suite in West Falmouth

A cozy living area features a comfortable gray sofa with decorative pillows and a wooden coffee table. Natural light fills the space, highlighting a dining table with four chairs. A doorway leads to the kitchen, while a wall-mounted TV provides entertainment options.

4.99 out of 5 average rating, 195 reviews

The Sea-Cret Garden, Guest Apartment

Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

Popular amenities for rentals with patio in Chatham

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

5 out of 5 average rating, 16 reviews

A cozy living area features a navy blue sofa and a wooden coffee table. A small dining table is visible nearby. The kitchen showcases modern appliances with a backsplash of patterned tiles. A spiral staircase leads to the upper level, while natural light brightens the space.

Flat in Provincetown

East End Charming Condo

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, 17 reviews

A bright living room features multiple seating options, including a light-colored sofa, a striped chair, and a woven side table. Natural light streams through the large windows, illuminating the space. A television is positioned in front of a light-colored cabinet, while decorative elements enhance the ambiance.

Flat in West Falmouth

Charming West Falmouth walk to bikeway and beach

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.

Flat in Plymouth

Downtown Backyard Oasis

5 out of 5 average rating, 58 reviews

The exterior of the apartment is shown, featuring a two-story building with textured wooden siding. The backyard presents a grassy area with seating options, including patio furniture. Access to balconies is visible, along with pink umbrellas and several windows that allow natural light into the units.

Flat in Centerville

Modern Luxury, Central Location, Bikes & Kayak

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

5 out of 5 average rating, 33 reviews

A modern kitchen area is presented, featuring white cabinetry and a countertop with seating for three. Natural light enters through multiple windows, illuminating the space. Essential appliances, including a microwave and coffee maker, are arranged neatly, alongside plants placed on shelves adding a touch of greenery.

Flat in Hyannis Port

Newly renovated apartment. Short walk to the beach

4.78 out of 5 average rating, 218 reviews

A spacious studio room features a queen bed with a patterned comforter and a futon. Natural light enters through a window, illuminating a kitchenette with bar stools. Decorative wall art includes aquatic themes, contributing to a relaxed atmosphere.

Flat in South Yarmouth

Cozy clean walk out studio-dogs stay free-fire pit

House rentals with a patio

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!

4.97 out of 5 average rating, 30 reviews

A three-story beach townhome is elevated on stilts, surrounded by lush greenery and sandy terrain. The exterior features light gray siding and multiple balconies with glass doors, showcasing a spacious structure against a soft sunset backdrop.

Home in West Dennis

Ocean Front Townhouse

The sunroom features a vaulted mahogany ceiling and brick wall, with large glass doors leading to the outdoor area. Comfortable seating surrounds a coffee table, and a dining area is adjacent to the bar with glassware. Coastal decor accents the space.

5 out of 5 average rating, 55 reviews

Modern, Newly Renovated, 3-bed Peach Tree House

The exterior of a recently renovated house is shown, featuring blue siding and white trim. Two symmetrical green shrubs accompany the entrance, which has a red door adorned with a decorative wreath. Windows with red shutters provide a balanced look to the facade.

4.98 out of 5 average rating, 43 reviews

Chatham House Close to Beaches and Bike Path.

A bright living space features a cozy seating area with striped sofas and decorative accent chairs. A white brick fireplace serves as a focal point. Large windows allow natural light to fill the room, while a dining table is set for gatherings. Light wooden flooring complements the decor.

4.92 out of 5 average rating, 24 reviews

Welcome to Daddy's Mink!

5 out of 5 average rating, 16 reviews

A cozy exterior view of the house features a gravel driveway leading up to a classic Cape Cod cottage. Lush green lawns are complemented by well-maintained gardens and tall trees. The house is set back from the street, with a spacious fenced-in yard enhancing privacy.

Home in Dennis Port

Cottage Oasis by Lake-Kayaks, Fire Pit & Huge Yard

4.89 out of 5 average rating, 115 reviews

A well-maintained garden features colorful flowers, including red poppies and purple lavender, set against a stone retaining wall. The cottage, visible in the background, includes a vibrant orange awning and an American flag flying above, surrounded by lush greenery.

Home in South Yarmouth

Cheerful, renovated 2 bdrm-block to beach. Dog ok.

4.96 out of 5 average rating, 28 reviews

A sunlit living area features large windows that provide views of the surrounding trees and nearby pond. A cozy circular chair invites relaxation, while a small dining table with black chairs offers a spot for meals. Green plants add a natural touch to the decor.

Home in South Dennis

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

Apartment rentals with a patio

An outdoor private deck features comfortable seating arrangements, presenting stunning views of the harbor and the Pilgrim Monument. The setting sun casts a warm glow over the rooftops, enhancing the peaceful ambiance of this elevated space.

4.98 out of 5 average rating, 47 reviews

Luxury Waterfront Retreat with Private Deck

A multi-story beachside condo is depicted with large glass windows and balconies facing the shore. Bright surfboards and stand-up paddleboards are arranged in the foreground, while sand dunes with tall grass complete the coastal setting. The image is softened by the pastel colors of a sunset sky.

5 out of 5 average rating, 18 reviews

1BR on Beach | Water Views + Quiet + Walkable

4.96 out of 5 average rating, 92 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

A view through a clean window reveals sandy beach and ocean. Soft clouds float in the sky over the water, with scattered trees visible along the shoreline. Kayaks are positioned on the sand, adding a touch of color to the natural setting.

4.96 out of 5 average rating, 50 reviews

Meant 2B

A cozy studio is highlighted by a spacious queen bed with decorative pillows and a white coverlet. Framed art featuring sailing imagery adorns the walls. A small sofa is positioned nearby, while a kitchenette and dining area are visible in the background.

4.97 out of 5 average rating, 161 reviews

Downtown Condo with Dedicated Parking

5 out of 5 average rating, 21 reviews

A dining table with white chairs is set on a wooden deck, shaded by a large striped umbrella. The ocean view extends towards the horizon, where the sky meets the calm water, creating a serene setting for outdoor meals.

Apartment in North Truro

Beachfront Condo • North Truro

The inviting living area features a comfortable white couch adorned with a striped blanket, complemented by natural wood flooring and exposed beams. Large windows and skylights flood the space with light, while a dining area and kitchen are visible in the background.

5 out of 5 average rating, 18 reviews

Spacious Ptown Escape | Patio, 2-Car Parking, AC