Vacation rentals with outdoor seating in Windham

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Windham

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

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Guest favorite

Condo in Kennebunk

4.89 out of 5 average rating, 204 reviews

Over 1000 Five Star Reviews! Walk to Dock Square !

Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perfect choice for your vacation. Walking distance to EVERYTHING! Dock Square is a 1 minutes walk. Music, Art and Fine Dining surrounds you. Lots of windows and a slider to the deck make this location bright and airy 2 private decks for your enjoyment, two bedrooms, 2 full bathrooms. Perfect for couples or families. Parking for one car in lot, added public park across s NO PARTIES Pets considered

Guest favorite

Hut in Henniker

4.93 out of 5 average rating, 127 reviews

The Glamp Camp at Sweetwater

Welcome to our off-the-grid "Glamp Camp" at Sweetwater Farm! Tucked away on the back of our 40 acre farm, this one-room cabin sleeps 2 people comfortably. Outside you'll find a private fire pit & charcoal grill, a shared outdoor kitchen pavilion w/ gas grill (stocked with cooking supplies) & an outdoor bathroom w/ a real flushing toilet, sink and outdoor shower. Access the Tooky River (great for swimming, kayaking and fishing) just steps away & enjoy plenty of space, privacy & beautiful scenery!

Top guest favorite

Apartment in Rockport

5 out of 5 average rating, 16 reviews

The Admiral's Loft

The Admiral's Loft sits high in the treetops with keyhole views of the bay from a private deck. It is close to downtown but set back on a quiet dead-end street. The apartment has been fully renovated. Marble countertops, tiled shower, hardwood floors, leather couch, antique and hardwood furniture make this a luxurious feeling space. A/C throughout. On the deck there is a long couch for two people to lay on, a dining space for 4, a high-end electric grill and a cooler. Beach stuff supplied.

Guest favorite

Cottage in Northwood

4.91 out of 5 average rating, 252 reviews

Cottage near lake! Kayaks & canoe! Dog friendly!

Come relax, sit by the fire pit, walk the dirt roads & trials! Walk 2 min. to the boat launch/swim area & enjoy the canoe. WIFI. 500 mbps. Yard: grill out, make s'mores by the fire pit, play horse shoes. Inside: play games, complete puzzles, cuddle up and watch movies. Outings: Antique Alley, Chucksters, Stonehouse Pond, Meadows State Park, Portsmouth,Concord. *Sleeps 4. *PET FEE $25 per dog/ night. 1-2 behaved dogs. Dogs only due to health concern for cleaner. *Wear life jackets provided.

Top guest favorite

Cabin in Littleton

4.99 out of 5 average rating, 169 reviews

Private & Remote, Enjoy Outdoors, Sleep in Luxury

Bit of a wonderland (57 Acres, 100+ 5-star reviews). A place you won't soon forget. Complimentary firewood, 1/2 hour from Boston, camp but sleep in luxury. This cabin is privately located on a retired Christmas tree farm, about a one-quarter mile off the public road. Listen to the water flow, and watch the sunset over the wetlands. This site is ideally suited for a couple looking for an outdoor experience retiring to the comfort and security of a luxury tiny house. Everything is solar-powered.

Guest favorite

Apartment in Hull

4.96 out of 5 average rating, 68 reviews

Anchors Away Inn Cozy Walk to Beach, Courtyard

A minute walk across the street to your private beach. Walk on picturesque Cadish Ave to Marina and Local 02045. Drive 5 mins to Kenberma shops. A 7 minute drive to main beach restaurants and bars. Comfy Beds and Bamboo linens. Outdoor shower, private backyard with Lg fire pit and large courtyard with string lights and seating. New AC, Fast-Wifi, dedicated workspace. Dining table for 4 plus a Coffee Bar and a snack or two. Comfortable shower with a seat. Pack & play crib, high chair and games.

Guest favorite

Cottage in Newbury

4.84 out of 5 average rating, 111 reviews

Designer decorated-Sunset Bliss- Beach 3 min walk

Peaceful Plum Island cottage, renovated fall of 2018 and 2023 with New England coastal charm. Open floor plan and water views of the marsh, a short 3 minute walk to the beach. Watch the sun rise over the Atlantic and enjoy the spectacular sunset directly in front of the house for a nightly show. Walk the cottage for ice cream, Rip tide & the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

Guest favorite

Cabin in Henniker

4.96 out of 5 average rating, 135 reviews

The SugarShack at Sweetwater

Welcome to our off-the-grid cabin, sleeping 2-4 people with an upstairs loft & downstairs custom Murphy bed. It's equipped with lights, mini-fridge, Bluetooth speakers & an indoor/outdoor bar. Outside you'll find a private fire pit & charcoal grill, a shared outdoor kitchen pavilion w/ gas grill (stocked with cooking supplies) & the outdoor bathroom w/ a real flushing toilet, sink and outdoor shower. Access the Tooky River just steps away and enjoy plenty of space, privacy & beautiful scenery!

Top guest favorite

Apartment in Arundel

4.98 out of 5 average rating, 330 reviews

Cape Arundel Cottage 1 mile to downtown KPT

Tastefully appointed 1 bedroom apartment one mile from desirable Dock Square, Kennebunkport. This apartment features Panoramic views of the famous Cape Arundel Golf Course and Goff's Brook Tidal River. Private, secluded back deck with dining and lounge areas, Cozy furnishings throughout, King sized bed with memory foam topper, Fully Equipped Kitchen, and more! At Cape Arundel Cottage, guest experience is our highest priority! *See “other things to note” for additional important information.*

Guest favorite

Camper/RV in Hubbardston

4.95 out of 5 average rating, 78 reviews

Hooties Hollow

Park model get away in the woods on a stream that feeds into a stocked trout pond. Sit on the screened porch & listen to nature while quietly relaxing. Located in a small private campground on 200 acres of private wooded land in Central Massachusetts. Located on hiking trails that are also used for mountain biking & horseback riding. Bring your own linens but kitchen is fully equipped. No wi-fi...no tv...minimum cell service. A great place to enjoy the out of doors, disconnect & recharge.

Guest favorite

Cottage in Kennebunkport

4.98 out of 5 average rating, 109 reviews

Charming Designer Cottage on Marsh

Cozy renovated Cottage w/ stunning marsh views is short walk to beautiful Goose Rocks Beach. No need to pack gear, cottage comes equipped w/ 2 kayaks, 2 bikes/helmets & beach buggy. Stroll to general store for morning coffee, walk on beach or head out and explore the Kennebunks & Cape Porpoise. Our community offers world class dinning, boutique shopping , entertainment and beautiful hiking trails all close by. At days end kick back & relax by the fire pit...”The way life should be”

Top guest favorite

Home in Gloucester

5 out of 5 average rating, 9 reviews

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

Waterfront Paradise! Sweeping ocean river views & gorgeous sunsets! Swim, paddle board or watch the tides come and go on the private dock and raft. Enjoy a book, nap or meal on the screened-in porch or patio. Bring your own boat and cruise the day away. Close to beaches - Stage Fort (5 min) and Good Harbor (12 min) as well as cafes, shops and nightlife in town center (10 min).