Holiday rentals with a patio in Chatham

Find and book unique rentals with patio on Airbnb

Quick stats about holiday rentals with a patio in Chatham

  • Total holiday rentals

    Explore 370 holiday rentals in Chatham

  • Nightly prices starting at

    Chatham holiday rentals start at $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 13,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    340 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    370 of Chatham holiday rentals include wifi 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!

Top-rated rentals with patio in Chatham

Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Home in Chatham
5 out of 5 average rating, 26 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.

Guest favourite
A serene coastal scene captures the sandy beach leading to calm waters under a clear blue sky. Sparse vegetation and gentle waves frame the horizon, where distant land meets the sea. The tranquil setting invites peaceful reflections and scenic walks along the shore.
Flat in Chatham
5 out of 5 average rating, 10 reviews

Chatham with Private Beach

Just park your car and enjoy this beautiful location. Private beach with walking paths to lighthouse beach and Monomoy. This Condo has views of the beautiful Chatham sandbars from the front Adirondack chairs, deck with grill and dining table or steps to a private beach. Inside the Condo has a fully appointed kitchen. Sofa and Love seat, wall mounted TV and dining table. Updated bathroom with full tub. First floor bedroom with queen bed and loft with queen bed, dedicated work space and twin bed

Top guest favourite
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
4.98 out of 5 average rating, 238 reviews

★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

Guest favourite
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.
Home in Chatham
5 out of 5 average rating, 14 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!

Top guest favourite
Home in Chatham
5 out of 5 average rating, 17 reviews

Meadow + Main

Welcome to Meadow + Main – A Boutique Coastal Retreat in South Chatham Nestled between the peaceful Twine Field Meadows conservation area and South Chatham's Main Street, you'll be just a short walk from the Old Colony Rail Trail while some of Cape Cod's most beautiful beaches, restaurants, golf courses, and villages are only minutes away. The home is notably tucked away from the main road and surrounded by mature trees, creating a peaceful and private setting where you can truly unwind.

Guest favourite
The exterior of the condo features light blue siding and a welcoming porch with two white rocking chairs. Large windows allow natural light to fill the space, while a brick pathway leads to the entrance. The surrounding grass is neatly trimmed.
Flat in Chatham
4.83 out of 5 average rating, 30 reviews

Bright Condo on private beach

Updated condo at Outermost Harbor. Enjoy amazing views of the famous Chatham sandbars or catch a glimpse of playful seals from the association beach. Walk along the sandbar to Lighthouse Beach or to Monomoy Wildlife Refuge. Located steps away is the Outermost Marina offering boat shuttles to North and South Beaches and seal tours. Stroll a mile to town and enjoy all the local shops and restaurants. The Chatham Bars Inn restaurants and famous Chatham Fish Pier are approximately 1 mile away.

Guest favourite
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
4.88 out of 5 average rating, 112 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 favourite
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
4.98 out of 5 average rating, 128 reviews

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Open concept living room with a large kitchen island. Great space for families ! Bank street Beach and Wychmere Beach Club wedding venue are 4 min drive from us ! We’re very close to Harwich Port downtown with great restaurants. We’re centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy the bike trail nearby with rental location if needed.

Top guest favourite
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
5 out of 5 average rating, 72 reviews

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 favourite
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, 84 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 favourite
An aerial view captures the charming house adjacent to a serene pond, surrounded by lush greenery and vibrant autumn foliage. The landscape showcases a blend of natural beauty and tranquil waters, with outdoor seating discernible near the house.
Cottage in Chatham
4.91 out of 5 average rating, 23 reviews

Chatham Cottage | Pond Views & Fire Pit

Amazing getaway with a delightful blend of comfort and convenience. Imagine the tranquil beauty of a nearby pond unfolding right before your eyes. The land in front of the house offers not only a captivating view but also a constant connection to the natural wonders that make Cape Cod so special. This property is a bird watcher's dream come true. You're also just a short distance from the inviting sands of the beach and downtown Chatham.

Superhost
Home in Chatham
5 out of 5 average rating, 4 reviews

Chatham Home overlooking Cranberry Bog

Beautiful home with huge back deck overlooking a cranberry bog. The house has been recently renovated with a modern but cozy beach feel. House includes 5 bedrooms, 4.5 baths, huge back deck, new kitchen, outdoor shower, fire pit and four living spaces. Very close to Ridgevale, Harding and several other Chatham beaches. Downtown Chatham a short few minutes drive away. House is within walking distance of several great restaurants/shops.

Popular amenities for rentals with patio in Chatham

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Avg. price$380 SGD$406 SGD$387 SGD$436 SGD$484 SGD$579 SGD$747 SGD$754 SGD$516 SGD$451 SGD$454 SGD$435 SGD
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