Vacation rentals with outdoor seating in Nantucket

A spacious backyard features a well-maintained lawn surrounded by privacy hedges and blooming trees. Lounge chairs are positioned for relaxation, while a seating area with a table invites outdoor dining. A inviting path leads to the entrance of the cottage-style home, enhancing outdoor enjoyment.

4.88 out of 5 average rating, 24 reviews

South of Town Surf Shack. Best Deal on Island.

Redecorated for summer 2025 with new linens and Casper beds! While the exterior is the picture perfect Nantucket cottage home surrounded by hydrangeas, you will be surprised by the casual, surf-vibe of the decor. Enjoy the best of Nantucket by walking to Town (under 1 mi) at this prime location property. The lot has privacy hedges and borders conservation land. This property has a separate living area home to two of the homeowner's employees. No parties, dinner parties, or events are allowed.

A living area features a comfortable sofa adorned with decorative pillows and a glass-top coffee table. Two bar stools are positioned at a nearby counter, and a chair is set to the side. Natural light streams through large windows showcasing plants in the outdoor space.

4.85 out of 5 average rating, 117 reviews

Beach "Loft"

Enjoy The Beach Loft Apartment's convenient proximity to beaches, town and S’conset. Located 4 miles from the ctr. of the Historic District and 1 mile to Nobadeer beach our lofty spacious 900 sq. ft., 10 foot ceiling height apartment is the lower level (basement) of our home. Yet you will have complete privacy with separate parking as well as separate entrance and your own outdoor deck. The neighborhood is 3 acre zoning. It is secluded and quiet with many pine trees, oak and sassafras trees.

A private outdoor area features green lounge chairs arranged around a small table, with a patio woven into the grassy landscape. A barbecue grill is positioned nearby, and the exterior of the cottage is framed by lush hedges and a pergola, creating a serene environment.

4.95 out of 5 average rating, 203 reviews

Cuddle In Cottage near Surfside Beach

This charming Nantucket chic decorated cottage is your ideal vacation spot. Perfect for 2 and a max of 4 people. The cottage is less than a mile from Surfside Beach, voted the islands favorite, and across the street from a bike path offering biking to the beach or town a safe and easy option. The cottage boasts privacy with fully stocked kitchen, in and out door shower, radiant heat, AC unit in the bedroom, 2 flat screen TV's, top drawer linens, towels, beach chairs and an out door grill.

A bright and inviting living space features a white sectional sofa accented with colorful throw pillows and a soft blanket. A round white coffee table sits at the center, complemented by a decorative tray. Soft textures and natural light create a warm ambiance.

4.97 out of 5 average rating, 71 reviews

Beachy House on the edge of Brant Point

Our Beachy house, furnished with a fun, beachy theme is located near Children's Beach, walking distance from the ferry & close to town on the edge of Brant Point. We are less than a block from the harbor & beach, across from White Elephant Hotel and Lola 41. This cute little 3 bedroom house has been renovated & updated with a yard surrounded by hedges, 1 parking spot (small driveway). A small yard offers a grill & outdoor dining for 4. The backdoor off of driveway leads into master bedroom.

A modern kitchen is featured, with sleek cabinetry and stainless steel appliances. A large refrigerator and gas stove are visible. Stone countertops provide ample workspace, complemented by a breakfast bar with four blue chairs. Natural light streams through the window, enhancing the open atmosphere.

4.96 out of 5 average rating, 132 reviews

Updated, modern and charming condo!

Updated, modern and charming condo in central Nantucket. 1,120 square feet, totally accommodates 8 people. Living room has a cozy electric fireplace for chilly Nantucket nights. Full kitchen .Lush private back yard with a patio, grill, hammock, and a relaxing outdoor shower. Two parking spots in the front of the house. Central location is walkable to downtown, grocery stores, coffee shops, restaurants, and night clubs.Close to a couple of bus stations taking you to all parts of the island.

4.92 out of 5 average rating, 219 reviews

The cottage is set in a charming garden with flowering cherry trees, surrounded by a white picket fence. Its two-story structure features a shingle exterior, and lush greenery enhances the outdoor space, providing a tranquil setting just off a quiet street.

Guest suite in Nantucket

Cozy cottage just off Main Street

Perfect location. Modern cottage. block off Main St. Cozy for 2, gas burning fireplace & AC. Well-equipped, open floor plan, lvg room/galley ktch/dining/ full bath WD down. Upstairs, queen bdr. and 1/2 bath. Private outdoor deck. Outdoor shower too! Beach chairs & towels, tote, cooler, umbrella, hair blower, iron. We care about the details like ironed sheets, good pillows, new mattress, & fluffy towels.! We don't provide parking & discourage bringing a car. Parking at a premium in season.

The two-story cottage is nestled among greenery, featuring a shingled exterior and multiple windows. A paved driveway leads to the entrance, while a small patio area with seating can be seen on one side, surrounded by neatly trimmed hedges and landscaping.

5 out of 5 average rating, 50 reviews

In-Town, Historic District, Nantucket Home + Yard

A coveted in-town location within Nantucket’s historic district, just a quick stroll downtown to enjoy the premier dining options, charming boutiques, award-winning Whaling Museum & more. In our two-story, two-bedroom home we've added lots of NEW items - linens, pillows, towels, individual toiletries, coffee, smart TVs, Alexa, Keyless Entry, a new dishwasher, new dryer, new stove & microwave & a new Pack n' Play & Highchair for our littlest guests. Our cottage is perfect for 4-5 people.

A bright and airy guest suite features a spacious bed with decorative pillows, set against light-colored walls. Sheer curtains allow soft natural light to fill the room. Wooden flooring complements the light decor, while a dresser and small cabinet provide additional storage space.

4.98 out of 5 average rating, 169 reviews

"Upon a Rock" Peace & Quiet - Mid island retreat!

Our guest suite is a separate wing on the main house. It is separated by a locked door. You have your own separate private entrance. You must come into the backyard of the main house. Look for the arbor with BAIRD written on top. These is an extra charge for any guests after the first 2 guests.,$150 per guest per night. Our guest suite is not suitable for children. We do not allow pets. If you were bringing a car please let us know in advance so we can make parking arrangements

4.98 out of 5 average rating, 146 reviews

A charming two-story home is framed by vibrant flowerbeds featuring lush hydrangeas in shades of purple and blue. A porch with hanging plants complements the façade, which displays a flag. The greenery and flowers enhance the property's inviting exterior.

Guest suite in Nantucket

Derrymore Place - an island gem

Located in a quiet neighborhood off of Cliff Road, guests can relax in a spacious 350 sq/ft beautiful bedroom with a comfortable king size bed and single day bed (w/trundle). There is a 3 piece private bathroom with washer/dryer. A full size pull out sofa is available in the very large kitchenette/game room. A 300 sq/ft comfortable sitting room with sofa, cable television, wine fridge and high top table is for your exclusive use. A private entrance allows guests to come and go freely.

4.96 out of 5 average rating, 109 reviews

A charming cottage exterior features a shingle facade and a spacious wooden deck. Two lounge chairs are arranged invitingly beside a potted plant. Large glass doors offer a view into the interior, while a grill is positioned nearby for outdoor cooking.

Guesthouse in Madaket

Madaket Bright and Airy Guest Cottage

Escape to this charming guest cottage in Madaket, just a short walk from Madaket Beach, known for its stunning sunsets. This peaceful retreat offers a cozy, light-filled space with a well-equipped kitchen and comfortable sleeping arrangements. Enjoy mornings on the private patio, bike scenic paths, or dine at Millie’s. Easily explore Nantucket’s shops, restaurants, and history. End your day with a breathtaking sunset—your perfect island getaway awaits!

A cozy sleeping area features a spacious bed with blue and white striped bedding. Natural light enters through two large windows, illuminating the light-colored walls and ceramic tile floor. A wooden bench at the foot of the bed complements a stylish lamp and decorative wall art.

4.94 out of 5 average rating, 253 reviews

Mid Island Crash Pad

A conveniently located mid-island Crash Pad for the all movers and shakers that visit Nantucket! This gorgeous, newly built one bedroom studio with its own exterior entrance is just a few steps from the bike path and shuttle that takes you right into town. This location and space offer everything you need to be comfortable in between beach jaunts or shopping trips to town. Like a hotel room, we offer a simple and affordable place to stay on ACK.

A modern kitchen features soft green cabinetry and a white countertop, complemented by natural wood beams overhead. Pendant lights illuminate the space, and a vase with fresh flowers rests on the kitchen island, adding a touch of color to the functional design.

4.9 out of 5 average rating, 148 reviews

Great Condo In Town!

Great two bedroom condo in town renovated in winter 2025 - new kitchen and updated bathroom. If arriving by ferry, you're just a ten minute walk from dropping off your bags and being on vacation. Convenient to restaurants, bars, shopping and everything town offers. Queen bed in master and single in second bedroom. Couch in living room is a pullout as well as option for blow up mattress. The condo is on the second floor.

Popular amenities for Nantucket outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A light-filled living area features a large gray sectional sofa and a round, textured coffee table. Shelving displays decorative items and a welcoming atmosphere is created by a modern chandelier overhead. Natural light streams through multiple windows, enhancing the bright ambiance.

4.97 out of 5 average rating, 64 reviews

Home in Nantucket

4.9 out of 5 average rating, 29 reviews

An open-concept living area features a comfortable seating arrangement with two armchairs and a sofa. A large flat-screen TV sits on a wooden console. A circular dining table with four chairs is placed near the kitchen, which displays modern appliances and wooden cabinetry.

Home in Madaket

Beautiful Custom Nantucket Home

5 out of 5 average rating, 35 reviews

The two-story home is situated along a quiet street, enhanced by natural light and surrounded by lush greenery. A front porch with railings is visible, offering a welcoming entrance. Nearby structures and mature hedges contribute to the charming neighborhood atmosphere.

Home in Siasconset

‘Sconset Charmer, steps to beach

An open living space features a light wood floor and a white vaulted ceiling. A cozy seating area includes two light-colored chairs facing a textured coffee table. A staircase leads to an upper loft, while a well-equipped kitchen is visible in the background.

4.84 out of 5 average rating, 37 reviews

Classic Nantucket Cottage

4.9 out of 5 average rating, 114 reviews

A charming beach house is set on a lush green lawn, featuring a picnic table and two lounge chairs arranged for relaxation. The house has multiple windows, and its exterior is made of wood, harmonizing with the surrounding nature.

Home in Edgartown

Katama Barn

4.86 out of 5 average rating, 174 reviews

A classic white lighthouse is situated on the sandy beach, with a brick path leading to its base. The horizon features hues of orange and purple as the sun sets, casting a warm glow across the water. Gentle waves lap at the shore nearby.

Home in Edgartown

Martha's Vineyard Vacation Home

A spacious backyard features a manicured lawn surrounded by lush greenery and a wooden deck attached to the house. The two-story residence with shingle siding is visible in the background under a partly cloudy sky.

5 out of 5 average rating, 33 reviews

Quiet Cul-de-Sac near Sconset

A charming two-story house is showcased, featuring cedar shake siding and red shutters. A landscaped front yard with colorful flower beds complements the exterior. The roofline is gently sloped, and a brick path leads to the front door, blending seamlessly with the surrounding greenery.

5 out of 5 average rating, 3 reviews

NEW LISTING! In town 3 bedroom house w yard!

Apartment rentals with outdoor seating

A spacious living area is showcased, featuring a large sectional sofa and a wooden coffee table. Light-colored walls enhance the brightness, while a mounted television is positioned on a sleek console. A decorative area rug provides a calming contrast to the wood flooring.

5 out of 5 average rating, 10 reviews

Paradise Found

4.95 out of 5 average rating, 41 reviews

The kitchen features sleek countertops, stainless steel appliances, and a unique table supported by a natural wood base. Large windows provide ample natural light, illuminating the space. Cabinets offer storage solutions, while the stove and sink are conveniently positioned for ease of use.

Apartment in Edgartown

Katama Loft

A cozy living area features a yellow loveseat adorned with patterned cushions, positioned beside a woven storage ottoman. Natural light floods in from the window, illuminating the open layout that leads to a dining space and modern kitchen visible in the background.

5 out of 5 average rating, 6 reviews

Nantucket "Bird Nest” private deck & restaurants

Downtown Condo 3 minute walk from Ferries.

A stone pathway leads through a landscaped garden toward an outdoor seating area, where wooden chairs surround a table. A gas grill is visible under the trees, and greenery provides a natural backdrop to the space.

5 out of 5 average rating, 11 reviews

NEW Garden Apartment in Miacomet

5 out of 5 average rating, 118 reviews

A private garden patio is showcased, featuring a circular table surrounded by four chairs. Plush cushions in vibrant blue patterns adorn the seating. Nearby, two wooden lounge chairs offer additional relaxation options. Lush greenery and flowers provide a natural backdrop, enhancing the outdoor ambiance.

Apartment in Edgartown

Stylish retreat | walk to town | fire pit

A cozy bedroom is decorated with soft linens on a spacious bed, complemented by light-colored accent pillows. A stylish bedside table holds a vase of flowers, and a contemporary lamp provides soft lighting. The wall features a calming nature-inspired pattern.

4.9 out of 5 average rating, 59 reviews

PRICE DROP Coastal Getaway 1BRM Apartment w/BBQ

An open living area is featured, showcasing a bright orange pull-out couch with decorative pillows. A surfboard is mounted on the wall. Light-filled ambiance is created by recessed lighting, complemented by a small dining area and kitchen bar equipped with high-backed chairs.

4.88 out of 5 average rating, 84 reviews

Easy Nantucket Downtown Apartment

Condo rentals with outdoor seating

5 out of 5 average rating, 39 reviews

Two bedroom condo, walk to town! Fully renovated

A bright living room is highlighted by wide-planked wooden floors and large windows that invite natural light. A comfortable white sofa is positioned near a wooden coffee table, complemented by two armchairs. Decorative plants and soft furnishings enhance the inviting space.

4.93 out of 5 average rating, 75 reviews

Charming two bedroom Historic District condo.

A spacious corner sofa covered in neutral fabric is accompanied by decorative blue and white throw pillows. A wooden coffee table sits in front, displaying a stack of books and a decorative basket. A large arched window enhances the inviting atmosphere.

4.94 out of 5 average rating, 54 reviews

Pawsitively Pet Friendly 2 Bedroom Condo

A modern living area features a comfortable sofa adorned with cushions, a decorative table, and a vase with flowers. A spacious kitchen is visible in the background, equipped with stainless steel appliances and stylish bar seating for two. Natural light filters through framed windows.

4.96 out of 5 average rating, 78 reviews

Newly renovated one-bedroom condo in Town

A private balcony is presented with a wooden table set for two. A vase containing yellow flowers adds a touch of color. Surrounding views of neighboring rooftops are visible under a clear blue sky, creating a peaceful outdoor setting.

4.86 out of 5 average rating, 7 reviews

Cinghiale Penthouse on Centre

A landscaped garden area is featured, framed by blooming cherry trees and lush greenery. Outdoor seating is arranged among the plants, offering a peaceful space for relaxation. The exterior of the studio apartment, characterized by traditional architecture, is visible in the background.