Holiday rentals with outdoor seating in Portsmouth

4.91 out of 5 average rating, 121 reviews

A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.

Earthen home in Sanford

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Outdoor spacesLocationAccuracy

4.95 out of 5 average rating, 826 reviews

The living area features a comfortable gray sofa adorned with blue accent pillows, flanked by two modern chairs. A glass coffee table sits atop a patterned rug, complemented by a small plant. Light enters through two windows with natural bamboo shades.

Condo in Portsmouth

Downtown City Gem Groups A+ Locale Privacy Parking

AMAZING LOCATION This downtown gem has 2 floors (1200sf) of living space, steps away from restaurants, theater, jazz club, bars, music hall, shopping + waterfront concerts. Luxe linens + modern décor. Full kitchen, 3 bedrooms, 1.25 baths, central air + hardwood floors. Private yard + 2 FREE parking spots. MUST be 24+ to reserve. Parents+kids < 24 is permitted. No 3rd party bookings. If you book, you must be staying. NO PETS. MOBILITY issues?? PLEASE take note of STEEP+NARROW staircase. Sleeps 8.

LocationValueBreakfast

4.96 out of 5 average rating, 286 reviews

A cozy living area features a sectional couch adorned with pillows, set against a backdrop of exposed brick walls. Shelves display decorative items, including nautical decor. A round coffee table rests on a patterned rug, with light streaming through windows highlighting the eclectic design.

Loft in Portsmouth

Downtown Market St Loft—Style & Cozy, Above it All

Live local in the heart of Portsmouth! Relax in our bright, two-level loft above Historic Market Street—steps from cafés, boutique shops & more. Stay in PORTSMOUTH'S BEST VACATION HOME! 🏆 Editors Choice, Condé Nast Traveler. Why you’ll love it ➝ Full kitchen ➝ Eclectic & full of personality ➝ Sunny deck with skyline view ➝ Comfy queen bed ➝ Fast WiFi, dedicated workspace ➝ Walk 2min to "the decks", restaurants & Prescott Park. TREAT YOURSELF to a cozy downtown stay—reserve your dates today!

LocationValueHospitality

4.98 out of 5 average rating, 376 reviews

A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.

Home in Rye

*Beachfront* Vintage Coastal Cottage - Relaxation

It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

ValueOutdoor spacesAccess

Superhost

A cozy living room is featured, furnished with a green couch and a wooden coffee table. Natural light is provided by two large windows, framed with gray curtains. A flat-screen TV is positioned on a contemporary media console, complemented by a leather ottoman.

Apartment in Kittery

4.94 out of 5 average rating, 127 reviews

Charming retreat in Kittery

Welcome to our Airbnb—perfectly located less than 10 minutes from downtown Kittery and Portsmouth. Enjoy easy access to Market Square, the Kittery Foreside, and endless shops and restaurants. Spend the day exploring Fort Foster, cruising the scenic seacoast, or relaxing on Long Sands Beach. Unwind with a 43" 4K TV and your favorite apps. The kitchen is stocked with essentials, including a Keurig & K‑Cups. You’ll also have off‑street parking, FAST WiFi, A/C, and a comfortable bed!

LocationValueCondition

4.91 out of 5 average rating, 230 reviews

The living room features a spacious wraparound couch adorned with decorative cushions. A patterned area rug lies beneath a low coffee table. Light enters through multiple windows, while a blue ceiling adds a unique touch. The adjoining kitchen area is visible in the background.

Home in Portsmouth

West End | Pet-Friendly | Fenced-in Yard | Grill

Welcome to West End – your perfect stay in Portsmouth! Experience the best of the city's vibrant West End district in this stylish and spacious 1,000 sq. ft. retreat. Centrally located in the popular West End district, including Street, White Heron and The Kitchen restaurants (all walking distance)—ideal for foodies and coffee lovers alike. Downtown Portsmouth is only 1 mile away, with Islington Street leading you to boutique shops, dining spots, and the city's lively atmosphere.

ValueOutdoor spacesGetting around

4.95 out of 5 average rating, 350 reviews

A private deck is showcased with an orange umbrella providing shade over a round table. A potted plant sits on the table, and views of neighboring rooftops and the clear sky are visible in the background.

Loft in Portsmouth

Downtown, Deck, Fireplace, 95 WalkScore

Welcome to our modern loft in the heart of Portsmouth! Enjoy your stay in this beautifully furnished property, complete with a private deck and gas fireplace in the master bedroom. Located just steps away from Market Square, you'll have easy access to Portsmouth's best shops, restaurants, and attractions. Our property is perfect for couples looking for a romantic getaway or business travelers seeking a comfortable stay. Book now and experience all that Portsmouth has to offer!

ValueOutdoor spacesLong stay

A serene view of a calm river, reflecting the warm light of sunrise. A bridge spans the water, with a rainbow faintly visible in the sky. A wooden dock extends towards the water, bordered by trees and boats moored nearby.

4.94 out of 5 average rating, 172 reviews

Gorgeous Waterfront Home with Dock and Beach

Looking for a wonderful location to enjoy a week this summer in Maine? We have a beautiful location right on the water for you and your family to enjoy. HAVE A BOAT and want to bring it with you? We have a deep water dock. Ask us about details and cost. House is on a dead end road. Come & enjoy the Maine coast! We are located 2 miles from Portsmouth, and there are numerous activities to do in this area. Golfing, Boating, Swimming, Outlet shopping and of course the Beach!

LocationOutdoor spacesFamily

4.86 out of 5 average rating, 126 reviews

A light-filled living area features a spiral staircase ascending to the upper level. A cozy sofa is complemented by a white coffee table and a media console with a television. Large windows allow natural light to brighten the space, while indoor plants add a touch of nature.

Cottage in Portsmouth

Portsmouth Waterfront Cottage

Our waterfront cottage is a unique property offering style, tranquility, and walking access to Portsmouth’s Market Square. The theme is a blend of New England charm and Scandinavian modern. We offer an amazing view, two decks, a modern kitchen, laundry, and free parking for one vehicle. This premium property sleeps four, counting children. It offers a quiet romantic escape for the discerning traveler, and yet is just a ten minute walk to Market Square.

LocationValueComfort

5 out of 5 average rating, 136 reviews

A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.

Home in South Berwick

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Outdoor spacesLocationIndoor spaces

5 out of 5 average rating, 102 reviews

Seacoast Escape with a View

Enjoy the peace and tranquility of staying in Kittery Maine’s exclusive waterfront area. • Walk to downtown Portsmouth • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away! See our other home and awesome reviews: airbnb.com/h/pepperrellparadise

LocationValueEV charging

4.98 out of 5 average rating, 288 reviews

Apartment in Kittery

Goose Point Getaway (a boutique AirBnB experience)

Our Goose Point Getaway is a one bedroom apartment located in the lower level of our home. Completely private with its own entrance and no shared space with the owners. You can see a peek of Spruce Creek (a tidal inlet) from the bedroom window and deck. The space has been designed to offer a relaxed, comfortable get away experience. Our home is located in a quiet neighborhood which loops around Spruce Creek.

ValueLocationGetting around

Popular amenities for Portsmouth outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.97 out of 5 average rating, 122 reviews

Spacious 2 BR Kittery Home - Walk to Portsmouth!

LocationValueQuiet

A calm harbor scene is depicted, featuring a boat gliding across reflective waters. In the background, large cranes stand tall against a clear blue sky, framed by industrial buildings. The tranquil atmosphere highlights the maritime setting.

4.98 out of 5 average rating, 151 reviews

Kittery Foreside Cottage

Outdoor spacesLocationKitchen

4.99 out of 5 average rating, 168 reviews

A modern coastal home featuring a light grey shingle exterior and a contrasting dark roof. The entrance showcases a well-defined porch with elegant lanterns and large windows, while a driveway leads to a two-car garage. Lush greenery surrounds the property, enhancing the seaside setting.

Home in York

Luxurious Oceanfront Property

ValueOutdoor spacesWalkability

4.98 out of 5 average rating, 188 reviews

The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.

Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

ValueLocationHospitality

4.83 out of 5 average rating, 136 reviews

A rooftop deck offers a view of the ocean and colorful sunset skies. Comfortable outdoor seating is positioned on the wooden deck, allowing for relaxation while enjoying the scenery. Nearby greenery and the road leading to the beach are visible in the foreground.

Home in Rye

Ocean & Marsh Views | Rooftop Deck | Private Yard

LocationOutdoor spacesGetting around

5 out of 5 average rating, 124 reviews

A spacious living area features a large sectional sofa in a neutral tone, positioned to invite relaxation. Natural light streams in through multiple glass doors, illuminating the room. A round coffee table sits centrally, complementing the tiled flooring.

Home in Portsmouth

Steps from Downtown | 4 Parking Spots | Noon C/O

LocationValueCheckout

4.97 out of 5 average rating, 150 reviews

Newly renovated cottage

LocationValueNearby

4.95 out of 5 average rating, 222 reviews

A charming two-story house is framed by vibrant yellow flowers. The white exterior features large windows that glow warmly, highlighting the inviting entrance. A manicured lawn leads to a driveway with decorative plants flanking the path, contributing to a welcoming atmosphere.

Home in Arundel

NewBuilt/HotTub/Great Location-4 min Kennebunkport

ValueLocationAccess

Apartment rentals with outdoor seating

4.92 out of 5 average rating, 123 reviews

A cozy kitchen area features a gray countertop and green cabinetry. Three barstools are positioned at the counter. Lush plants adorn the sloping ceiling, accompanied by a small dining table and vibrant flower arrangements. A comfortable seating area with decorative pillows completes the space.

Apartment in Saco

Welcome to our BoHo Treehouse! Beaches/Portland

Outdoor spacesLocationTV

4.88 out of 5 average rating, 152 reviews

A charming exterior view features a two-story house with light grey siding and a red wooden staircase. Lush greenery surrounds the property, including flowering trees. A brick walkway leads to the front entrance, inviting visitors into the home.

Apartment in Amesbury

Private, 2bd, 1st floor unit in historic Amesbury

ValueOutdoor spacesAmenities

4.97 out of 5 average rating, 194 reviews

A cozy living space features light blue walls and a sloped ceiling. A gray sofa is centered on a neutral area rug, with a wooden coffee table in front. Natural light floods in from a window above, providing a bright ambiance complemented by a floor lamp.

Apartment in York

Cute 1-Bedroom apartment in the woods by the sea

Outdoor spacesLocationQuiet

4.98 out of 5 average rating, 288 reviews

The living area features exposed brick walls and wooden beams, creating a modern yet cozy ambiance. A large leather sectional couch offers ample seating, while a 75" TV is mounted on the wall. Natural light fills the space through multiple windows.

Apartment in Newburyport

City Loft | Group Getaway | King Downtown Location

Outdoor spacesLocationGetting around

4.98 out of 5 average rating, 378 reviews

Apartment in Arundel

Cape Arundel Cottage 1 mile to downtown KPT

LocationOutdoor spacesBarbecue

4.96 out of 5 average rating, 116 reviews

A spacious living area features a light grey sectional sofa accented with decorative pillows. A round coffee table sits at the center, adorned with candles and a decorative piece. Natural light floods the room through multiple windows, highlighting the warm wood flooring.

Apartment in Rockport

Balcony|KING Suite|Walk2Beach+Bearskin|Parking

LocationOutdoor spacesComfort

4.98 out of 5 average rating, 323 reviews

A modern kitchen features sleek cabinetry and open shelving displaying colorful dishware. Stainless steel appliances, including a stove and refrigerator, are complemented by a patterned backsplash. Natural light fills the space, highlighting the wooden flooring and creating an inviting atmosphere for meal preparation.

Apartment in Dover

Cozy Loft in the Woods

ValueOutdoor spacesKitchen

4.96 out of 5 average rating, 141 reviews

The main entrance features a large, ornate door with intricate glass designs that allow natural light to brighten the foyer. An American flag is displayed beside the door, and a small planter with white flowers sits at the base of the steps.

Apartment in Salem

The 1870 Langmaid House Suite

ValueOutdoor spacesKitchen

Condo rentals with outdoor seating

4.91 out of 5 average rating, 100 reviews

A bright studio condo features wood flooring and coastal decor. The room includes a spacious bed with white linens, a cozy seating area with a couch, and a dining table. Large windows offer views of the ocean and grant access to the private balcony.

Condo in Hampton Beach

Oceanfront, private balcony, panoramic ocean views

ValueLocationBeach

4.96 out of 5 average rating, 350 reviews

A cozy living room features a gray sofa and a black leather chair, centered on a light-colored area rug. Two windows illuminate the space, complemented by light curtains. A wooden coffee table holds decorative items and a lamp, while a woven wall hanging adds texture.

Condo in Salem

My Place - 2 Bedroom Condo with Parking

Outdoor spacesLocationWi-Fi

4.99 out of 5 average rating, 215 reviews

A private deck overlooks Rockport Harbor, featuring two white Adirondack chairs with turquoise cushions. The calm water is dotted with boats, and the iconic Motif #1 is visible in the background, enhancing the coastal ambiance.

Condo in Rockport

Bearskin Neck Rockport ★ Amazing Views ★ Parking

Outdoor spacesLocationIndoor spaces

4.99 out of 5 average rating, 256 reviews

The living area features a mix of comfortable seating, including a floral-patterned sofa and a plaid armchair. A round coffee table sits atop a light blue area rug, and large windows allow natural light to fill the space, enhancing the cozy ambiance.

Condo in Marblehead

Harbor View Suite

Outdoor spacesLocationCondition

4.98 out of 5 average rating, 167 reviews

Condo in Hampton Beach

Beach Getaway-Top floor 05

LocationSolo travelCleanliness

4.99 out of 5 average rating, 141 reviews

An open-concept living and dining area is showcased, featuring a wooden dining table with chairs, a comfortable sofa, and a flat-screen TV mounted on the wall. Natural light enters through multiple windows, enhancing the bright and airy feel of the space.

Condo in Marblehead

Samuel Tucker House - Downtown Luxury 2 Bed Condo

Outdoor spacesLocationIndoor spaces

4.94 out of 5 average rating, 350 reviews

The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.

Condo in Roxbury

Boston Rooftop Retreat

ValueLocationBarbecue