Vacation rentals with outdoor seating in Siasconset

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, 25 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.

4.94 out of 5 average rating, 366 reviews

An inviting living area features a light-filled space with vaulted ceilings. A comfortable beige couch is complemented by decorative pillows. A dining table with four chairs sits adjacent to a modern kitchen, while glass doors lead to an outdoor area, enhancing the openness of the room.

Cottage in Mashpee

★The Islander | Steps From Water, Fire Pit, AC★

A pristine island getaway. This tastefully decorated cozy cottage is nestled in the Wild Life Sanctuary of Monomoscoy Island. The home is steps from the water with a small water access at the end of the road. The location is great for a family vacation, couples getaway or romantic retreat. You will be minutes from South Cape Beach, New Seabury and the Mashpee Commons. Relax on the large front porch that offers a fire pit and views of the water on either side. Stay with us on your next vacation!

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 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.

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

A modern kitchen and living area feature white shiplap walls and beamed ceilings, highlighting natural light. An island with seating provides a functional space, while stainless steel appliances and ample cabinetry offer convenience. A cozy seating area is visible in the background, complemented by decorative accents.

5 out of 5 average rating, 42 reviews

Kerstin Swedish House

Enjoy this fresh 2021 new construction house tucked right in town, footsteps from boutiques, restaurants and walking distance to the Hyline ferry. The house was completely rebuilt in 2021 and has all the latest modern amenities, a sound system that links to your phone, refrigerator screen links to music and internet and a mood lighting system. Outside enjoy two patios with ceramic stone and an outdoor shower. Two smart TVs and an electric fireplace for fun add to your enjoyment!

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

Adorable and equipped 2 BR 1.5 bath home nestled in the heart of ‘Sconset Village. Short stroll to beach, Bluff Walk, market and restaurants. New living and dining room furniture, new beds and bedding. Front and side decks with outdoor furniture, grill, and smokeless fire pit. Gas-burning stove fireplace makes for cozy off-season retreat. Extra high speed internet, extended cable package and Roku smart TV. One parking space, and easy shuttle access into ACK center.

4.99 out of 5 average rating, 80 reviews

A quaint cottage exterior features shingled siding and a welcoming front door. Two large windows are adorned with flower boxes filled with bright red flowers, complementing the lush green landscaping. A bicycle is parked beside the entrance, suggesting an active outdoor lifestyle.

Cottage in Siasconset

Charming A-Ced 'Sconset Center cottage for 2!

Charming AIR-CONDITIONED 'Sconset Center cottage for two, immaculate, and comfortable...beautifully decorated! Spacious "great room" furnished with queen bed, dining room table and ladder back chairs, and other country antiques; Wi-Fi, 43” SMART cable television; fully equipped kitchen, including microwave, disposal, and washer/dryer; fresh linens, private brick terrace, Igloo, beach chairs, and Weber grill. VERY nice! Perfect for a restful week in Sconset Center!

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 Siasconset outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

An aged stone monument stands prominently in a sunny park. Surrounding it are well-maintained trees and shrubbery, while traditional shingled buildings are visible in the background, reflecting the historic charm of the area.

5 out of 5 average rating, 9 reviews

Historic Downtown Nantucket Home - Up to 12 Guests

A bright living area features a comfortable white sofa with coordinating throw pillows. A blue and cream area rug is placed beneath a low coffee table. Natural light enters through three windows, which are dressed with dark blinds, while a ceiling fan is visible above.

4.91 out of 5 average rating, 22 reviews

Cheerful 3BR home for a relaxing vacation sleeps 6

5 out of 5 average rating, 39 reviews

A bright living room is presented with large windows allowing natural light. It features a white sectional sofa, an armchair, and a circular coffee table. A brick accent wall complements the seating area, while a classic clock and decorative elements add character.

Home in Falmouth

Booking Summer 2026! Large House Near Town & Beach

5 out of 5 average rating, 7 reviews

An inviting outdoor area features a heated in-ground pool surrounded by a wide patio of pavers. Sun loungers are positioned near the water, and a dining set is shaded under an umbrella. Lush greenery is visible in the background, providing a sense of privacy.

Home in Popponesset

49 Clover Lane, 3 beds, 3.5 baths, pool & firepit

4.96 out of 5 average rating, 283 reviews

The exterior of a charming carriage house is framed by lush greenery and colorful plants. A well-maintained garden surrounds the building, highlighting vibrant flowers and a small Japanese maple. Natural stone pathways guide toward the entrance, enhancing the serene setting.

Home in Falmouth

Newly renovated garden carriage house

The colonial-style house is framed by mature trees and lush greenery. A gravel pathway leads to the front entrance, which is highlighted by a blue front door and symmetrical windows. The spacious front yard features well-maintained grass, enhancing the home's inviting appearance.

5 out of 5 average rating, 13 reviews

Foggy Notion

4.84 out of 5 average rating, 117 reviews

A serene garden setting features a stone pathway winding through lush greenery. A figure in traditional attire stands amidst the foliage, bordered by various plants and a bird feeder. The area is accented with gravel and stone elements, creating a tranquil atmosphere.

Home in New Seabury

New Seabury Retreat. Butchart Gardens' Inspired

The exterior of a classic Nantucket home is displayed, featuring weathered gray shingles and multiple windows. A welcoming front porch is visible, leading to a central door. A rooftop deck is apparent on top, surrounded by lush greenery and nearby structures.

4.94 out of 5 average rating, 33 reviews

Beautiful Classic, Historic Nantucket Home In Town

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

Two tan leather armchairs are positioned across from a round wooden coffee table on a soft, textured area rug. A decorative tray and book rest on the table. Bright light illuminates the airy space, and a surf-themed sign is mounted on the wall above.

5 out of 5 average rating, 3 reviews

Après Sea | Bright Beach Escape

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

Superhost

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

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

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

Superhost

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.

4.84 out of 5 average rating, 19 reviews

Brant Point Studio in heart of town

A comfortable living area features a patterned sofa, two woven chairs, and a glass coffee table. Natural light fills the space through glass doors that lead to the outside. A subtle wooden floor and light-colored walls create a welcoming ambiance.

4.21 out of 5 average rating, 28 reviews

Walk to beach 2BR with ocean view & balcony

A light gray condo features a quaint design with shingle siding under a clear blue sky. A welcoming entryway is flanked by well-maintained landscaping, including small shrubs. A brick driveway leads to the home, where a balcony and a fenced area are visible on the upper level.

4.75 out of 5 average rating, 8 reviews

2BR condo near beach & golf with deck, AC, and W/D

A two-story condo features a light blue exterior, set among lush greenery. The entrance is framed by neatly trimmed shrubs and small trees. Sunlight filters through the leaves, highlighting the inviting facade and pathways leading to the entryways.

4.96 out of 5 average rating, 28 reviews

Beautiful condo with golf course views

A bright living area features large windows that allow natural light to fill the space. A light-colored sectional sofa is complemented by a chaise lounge and a wooden coffee table. A patterned area rug anchors the seating area, while tropical plants add a touch of greenery.

4.93 out of 5 average rating, 14 reviews

Serene Cape Cod Escape w/ Private Ocean Overlook!

The exterior of a two-story house is depicted, featuring grey shingles and white trim. A small balcony is visible on the upper level, surrounded by vibrant pink flowers and lush greenery. A white picket fence frames the garden area in front of the house.

5 out of 5 average rating, 17 reviews

Beach, Steps Away, * Reduced Seasonal Rental *