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Vacation rentals with outdoor seating in Chatham

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Chatham

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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A bright bedroom showcases a spacious bed with white linens and decorative pillows. A wooden dresser and bedside tables are positioned nearby. Nautical-themed decor, including a wall sign and a decorative ship's wheel, enhances the coastal ambiance. Natural light enters through a window overlooking the peaceful surroundings.

Home in Chatham

4.94 out of 5 average rating, 129 reviews

Walk to Ridgevale Beach

We have done extensive renovation and remodeling to the home with attention to detail. We believe we have created a warm and inviting atomosphere. The home is decorated in a coastal style with carefully chosen accents from the edison bulbs in the dining area to the custom barn/boathouse style door and repurposed hand hewn 18th century beam that anchors the staircase. The Kitchen is equipped with the same attention to detail for those who enjoy preparing their own meals. Summerfell is an entire home rental. Both hosts live nearby, Patty and Bill will be accessible via cell, text and email. The property is in a peaceful neighborhood with a good mix of seasonal homes and full time residences. The area has a number of quiet roads perfect for evening strolls. Of course, the beach is a short 5 minute walk away. The kitchen is equipped for the guest who enjoys cooking. From small appliances (Crockpot, waffle iron, blender, hand mixer etc) to small gadgets (citrus press, microplane, garlic press, potato ricer etc) A three burner weber gas grill is on the deck.

The cottage exterior features a light brown facade with white trim, complemented by blooming hydrangeas in shades of blue and purple. A front porch with white railings invites relaxation, while an American flag is displayed. A spacious gravel driveway leads up to the entrance.

Home in Chatham

4.89 out of 5 average rating, 135 reviews

Cute cottage - walking distance to Ridgevale Beach

Retreat to this very quiet and peaceful residential shore neighbored on a dead end street. If LOCATION is what you're looking for, look no further! This year round cottage will serve as a comfortable and relaxing home away from home for your vacation, with walking rights to Ridgevale Beach about 300 yards from the front door. Provided in your home away from home vacation house are linens, towels, fully equipped kitchen, spacious out door shower, 2 roomy bedrooms, & 4 season porch to relax on.

A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.

Home in Brewster

4.87 out of 5 average rating, 216 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Top guest favorite

A serene waterfront scene features lush greenery and blooming hydrangeas in shades of blue and green. A calm pond reflects the surrounding trees, with a wooden dock extending into the water. The area appears tranquil, inviting relaxation and connection with nature.

Guest suite in Chatham

4.99 out of 5 average rating, 256 reviews

Waterfront Suite on Emery Pond

Comfortably furnished studio suite w/private parking & entrance offers a garden setting w/picnic table just steps to a fresh water pond & outdoor shower. The friendly, cottage-style decor is inviting w/queen-size bed, couch, ample closets, private bathroom w/shower, small dining area w/microwave & fridge (no stove, no bbq); writing table, WiFi, Roku & DVD player. Enjoy the water view! Minutes by car to downtown Chatham. Fresh linens, bath & beach towels, shampoo/conditioner, coffee/tea. STR-46

A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.

Home in Chatham

4.95 out of 5 average rating, 291 reviews

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

Top guest favorite

The exterior of a spacious house is shown, featuring a large front porch with a gentle slope and decorative flowers. An attached garage is visible, and the well-manicured lawn surrounds the property. A private gravel driveway leads to the entrance, shaded by trees under a clear blue sky.

Guest suite in Chatham

4.99 out of 5 average rating, 129 reviews

Spacious Moonhouse Studio - Chatham

Spacious studio apartment located above attached garage, with separate entrance and a relaxing private outdoor space. Perfect retreat for 1-2 people. Property is quietly situated off of a private road. Located one half mile from Ridgevale Beach along Nantucket Sound, also including nearby bike trail access. Short drive to Schoolhouse Pond, three miles from downtown Chatham. Three miles from popular Chatham Bars Inn and the Wychmere Beach Club Generally, a three night minimum.

Top guest favorite

A hammock is stretched between two trees in a lush garden area, surrounded by vibrant green grass and a variety of shrubs and trees. Flower pots adorned with colorful blooms add a touch of charm to the peaceful outdoor space.

Guest suite in East Harwich

4.99 out of 5 average rating, 618 reviews

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Ten year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

A rustic, two-story cabin is surrounded by lush landscaping. A green door welcomes visitors, while a small stone pathway leads to a pair of outdoor chairs situated on a grassy lawn. The harmonious design includes natural stone walls and shaded trees.

Apartment in Chatham

4.96 out of 5 average rating, 279 reviews

The Knoll

A quiet home nestled next to conservation land at the end of a dirt road. Though there are neighbors, the landscaping creates a private oasis. The downstairs apartment with private entrance is old New England with Cape Cod affects. The Bedroom has a queen bed. Second sleeping area has a Daybed with trundle and is partially open to the living area. Outside deck has a grill and shower for guest use. Close to School House pond, bike path, and 3 miles from beaches, shopping, and downtown.

A cozy cottage is framed by tall trees, showcasing a landscaped yard with a mix of grass and small shrubs. The home features a light-colored exterior with dark shutters and a welcoming front porch with steps leading up to the entrance.

Cottage in Chatham

4.93 out of 5 average rating, 180 reviews

Cape Cod Classic Cottage Near Forest Beach

See Cape Cod at its most traditional in this cozy, fully renovated cottage. Get a good night's sleep in the cozy bedrooms with central a/c and blackout shades. Prepare for the day in the clean and bright interior. Pack up your beach chairs and cooler and take a short walk down to Forest Beach. Grab your bike and hop on the Cape Cod Rail trail nearby or take a short drive into charming downtown Chatham. After a day in the sun, unwind in the hammock or enjoy a BBQ on the deck.

A modern kitchen features white cabinetry and stainless steel appliances. A large island with seating for two is positioned next to a dining table with light wood chairs. Natural light fills the space through sliding glass doors leading to the outdoor area.

Home in Chatham

4.96 out of 5 average rating, 106 reviews

Chatham Charm

Welcome to our newly renovated 4-bed, 2-bath Cape house close to downtown Chatham and beaches! The house is equipped with central air, wifi, a living room TV with cable, smart TVs in bedrooms, and a washer/dryer set. The property also includes a large deck and back yard, great for grilling and outdoor activities. We have a contractor nearby to help with any needs you may have during your stay. Sat-Sat 7-night minimum stay last 2 weeks of June through end of August.

An open-concept living area features a spacious blue sectional sofa and a flat-screen TV mounted on the wall. Natural light floods the room through large windows, offering views of the surrounding greenery. A decorative plant and a textured area rug add warmth to the space.

Condo in Chatham

4.86 out of 5 average rating, 111 reviews

Steps to Private Beach in Chatham

2 Bedroom condo with views of the beach, ocean and marina. This wonderful condo is part of a beachfront/oceanfront complex, with steps to your own private beach in Chatham! We are within a mile of beautiful downtown Chatham and within a short walk to Chatham’s famous lighthouse beach and Monomoy Wildlife refuge. Whether by land or sea, there's something for everyone. This is a great place to make memories.

Top guest favorite

A charming living room features a comfortable sofa with blue and white patterns, situated beside a warm gas fireplace. Sunlight filters through windows, illuminating a coffee table with a tray and snacks. Bookshelves adorned with decorative items line the walls, enhancing the cozy ambiance.

Home in Harwich Port

4.96 out of 5 average rating, 111 reviews

Pebbles-romantic cottage for two!

Pebbles, our sun drenched romantic cottage, is on nearly an acre of complete privacy with convenient parking. One adorable king BR, queen pull-out sleeper sofa in the living room, gas fireplace heats entire cottage, cable TV, full internet. Full indoor bath and outside shower and tub--complete privacy. Full kitchen and eating area.

Vacation rentals for every style

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Apartments

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A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Chatham outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

A private pool area is highlighted, featuring a rectangular pool surrounded by lounge chairs and umbrellas. Lush greenery and a white fence provide a serene backdrop, while the sun casts a warm glow over the inviting space.

Home in Chatham

4.96 out of 5 average rating, 23 reviews

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Top guest favorite

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, 15 reviews

Beautifully renovated home, outdoor space, pets ok

A charming two-story house is positioned on a well-maintained lawn. The exterior features light siding with navy blue shutters and a welcoming front door. Two blue Adirondack chairs are placed in front, surrounded by neatly trimmed bushes and a gravel pathway leading to the driveway.

Home in Chatham

4.92 out of 5 average rating, 25 reviews

Amazing Location! Chatham Center, Walk to Beach!

A cozy living area features a decorative gas fireplace surrounded by a brick mantel. Natural light filters through nearby windows, illuminating a comfortable armchair and a neutral area rug. Decorative elements, such as a large shell and vases, enhance the welcoming ambiance.

Home in East Harwich

4.98 out of 5 average rating, 117 reviews

Cheerful home- steps away from a beautiful pond.

A charming three-story house is surrounded by lush greenery and colorful blooming plants. The roof is red, and black shutters frame the windows, enhancing the home's classic appeal. A brick pathway leads to the front door, providing access to the inviting entrance.

Home in Chatham

4.96 out of 5 average rating, 27 reviews

3 beds 4 full baths 5-star luxury

Top guest favorite

A sun-filled living room features large windows allowing natural light to illuminate the space. Two rocking chairs are positioned beside a comfortable sofa. A wooden coffee table sits at the center, with a media console and wall-mounted TV offering entertainment options.

Home in Chatham

4.96 out of 5 average rating, 25 reviews

Close to Beach Renovated Dog Friendly Cape Cottage

The exterior of a two-story Cape house is featured, showcasing gray shingle siding and white trim. A black front door is framed by multiple windows, allowing light into the interior. A white picket fence surrounds the grassy yard, which enhances the inviting appearance of the property.

Home in Chatham

4.95 out of 5 average rating, 78 reviews

Charming Old Village Cape

A spacious living area is illuminated by natural light from large windows. Comfortable seating options, including a sectional sofa and armchair, surround a coffee table. A dining area with a wooden table is visible, complemented by a staircase leading to the second floor.

Home in Chatham

4.91 out of 5 average rating, 23 reviews

Chatham Family Vacation

Apartment rentals with outdoor seating

Top guest favorite

A charming studio cottage with wooden shingles is nestled among trees, featuring a private deck and gas grill. Colorful flowers line the pathway leading to the entrance. A lush green lawn surrounds the building, creating a tranquil outdoor setting.

Apartment in Brewster

4.97 out of 5 average rating, 120 reviews

Songbird Studio- Secluded but close to everything!

The exterior of the cozy residence is highlighted by a welcoming porch, featuring a combination of natural stone and bricks. Lush greenery surrounds the area, and a wooden lattice adorned with flowers adds charm. Sunlight filters through the trees, illuminating the inviting entrance.

Apartment in North Eastham

4.9 out of 5 average rating, 283 reviews

Eastham Escape

A collage features a swinging bed on a private porch, a cozy living area with plush seating, and an inviting hot tub. The bedroom highlights a spacious layout with soft linens, while a close-up shows elegant glassware resting on a woven surface, enhancing the retreat's serene ambiance.

Apartment in Eastham

4.93 out of 5 average rating, 202 reviews

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

A serene beach landscape stretches under a clear blue sky, with soft sandy shores meeting calm waters. A small sailboat rests on the sand, surrounded by lush green shrubs and trees in the distance, enhancing the natural beauty of the coastal environment.

Apartment in South Orleans

4.93 out of 5 average rating, 138 reviews

Walk to private beach, spacious peaceful apartment

Top guest favorite

An open studio space features a cozy sleeping area with a spacious bed covered in light bedding. A soft armchair and a wooden bench provide additional seating. Natural light streams in from a window, enhancing the room's bright atmosphere. Shelving displays books and decorative items.

Apartment in Oak Bluffs

4.98 out of 5 average rating, 218 reviews

Sunny Studio Apartment on Martha's Vineyard

Top guest favorite

A sandy path meanders through tall grass, leading toward a tranquil sunset in the background. The sun casts a warm glow over the horizon, suggesting the evening calm of the beach area. Soft greens and earthy tones create a peaceful natural setting.

Apartment in East Orleans

4.95 out of 5 average rating, 306 reviews

Cozy Waterfront Apartment, Private Beach Access

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

4.95 out of 5 average rating, 122 reviews

Apartment suite|pond access|Firepit|Private Deck

The bedroom features a queen bed with a light-colored comforter, complemented by decorative pillows. Two lamps provide soft lighting beside the bed, and a piece of wall art depicts a boat scene. A window allows natural light, with white blinds partially opened.

Apartment in East Harwich

4.9 out of 5 average rating, 294 reviews

The Secret Garden

Condo rentals with outdoor seating

A serene waterfront view displays calm waters under a clear blue sky. A private beach area is visible with deck chairs and umbrellas arranged neatly on a sandy spot. Lush green gardens and a winding stone path add to the natural beauty of the setting.

Condo in Provincetown

4.86 out of 5 average rating, 106 reviews

Bayshore11 Waterfront Renovated Condo with parking

A welcoming entryway is observed, featuring a rustic 'WELCOME' sign on the wall. Light wood flooring extends into a cozy living and dining space, illuminated by natural light. A dining table is visible in the background, surrounded by comfortable chairs.

Condo in Brewster

4.97 out of 5 average rating, 189 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

Top guest favorite

A bright living space features large windows providing views of the waterfront. A white sofa and a cozy sitting area surround a circular coffee table. A patterned area rug anchors the space, while light filters in, enhancing the serene atmosphere.

Condo in Provincetown

4.99 out of 5 average rating, 102 reviews

Modern Beachfront Condo, Great Views and Location!

Top guest favorite

A serene bedroom features a spacious bed adorned with a striped blue and white quilt, complemented by an accent pillow with an anchor design. The walls are painted in soft blue and decorated with framed nautical-themed art. Two white doors lead to the closet and bathroom.

Condo in Provincetown

5 out of 5 average rating, 100 reviews

Westend one bedroom condo

Top guest favorite

A welcoming living area features a navy blue sofa facing a stylish fireplace. Natural light fills the space through multiple windows, highlighting a patterned area rug. Unique artwork and modern furnishings, such as a side table and armchairs, enhance the room's inviting atmosphere.

Condo in Provincetown

4.98 out of 5 average rating, 161 reviews

Recently updated 2BD with 2 Decks and Water Views

The living area features a dark sofa and light wood flooring. Large glass doors open onto a private deck with water views. Two outdoor chairs are positioned on the deck. Bright artwork adorns the walls, complemented by natural light from the windows.

Condo in Provincetown

4.92 out of 5 average rating, 160 reviews

Westend Waterfront Luxury Condo-Provincetown

A serene view from a private deck is presented, showcasing the expansive bay beyond. Two lounge chairs with blue and white striped cushions are positioned for relaxation, while the manicured lawn and beach area are visible, inviting guests to enjoy the outdoor space.

Condo in Provincetown

4.89 out of 5 average rating, 202 reviews

Bayshore 2:Direct waterfront/Parking/Pets welcome

A charming duplex features a well-maintained exterior with a landscaped yard, showcasing vibrant hydrangeas in various shades. A gravel driveway leads to the entrance, marked by a stone pillar displaying the number 20. The home is set amidst a backdrop of lush greenery.

Condo in Falmouth

4.86 out of 5 average rating, 133 reviews

A Spectacular. Walk to beach, town and harbor 20

Quick stats about vacation rentals with outdoor seating in Chatham

Total rentals
290 properties
Nightly prices starting at
R1,057 ZAR before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
10 properties have a pool

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