Holiday rentals with outdoor seating in Kittery

4.98 out of 5 average rating, 191 reviews

A weathered sign reading 'Rose Cottage' hangs from a tree, with vibrant autumn leaves surrounding the area. A quiet road is visible in the background, framed by trees, creating a serene and inviting atmosphere.

Guest suite in Lebanon

Rustic Rose Cottage of Historic West Lebanon

Rustic guest suite on serene four acres. Abutting colonial cape style house and West Lebanon Historic District date back to early 18th Century. Private parking & entrance, queen memory foam mattress, steam sauna, kitchen and laundry supplies, and desk and high speed wifi for telework. Minutes from Skydive New England, Prospect Hill Winery or McDougal Orchard. 30min to Portsmouth NH, Maine beaches, and Lake Winnipesaukee. Just over an hour to the White Mountains, Portland ME or the Boston area.

A modern kitchen features light blue cabinetry and sleek dark countertops. Stainless steel appliances include a refrigerator, microwave, and dishwasher, complemented by a farmhouse sink. Natural light floods the space through a large window, showcasing a view of the outside.

4.99 out of 5 average rating, 131 reviews

Updated Kittery 2BR, Walk to Foreside/Portsmouth

We purchased this cozy house because of its proximity to lively downtown Portsmouth, NH and trendy Kittery Foreside. We've enjoyed updating the space into a light filled modern location that is a short walk to area restaurants, concerts, & museums. Off-street parking. Easy access to area beaches or hiking/biking/walking at nearby oceanfront parks. Close to the Kittery Outlets. Perfect for 2-4 adults or a family of 5 seeking to experience everything the seacoast has to offer! License #ABNB-25-35

4.98 out of 5 average rating, 175 reviews

A deck overlooking the water features a round table surrounded by four chairs, each with turquoise cushions. An umbrella stands in the center of the table, providing shade. A decorative rug with an oceanic design is positioned underneath the table, complementing the serene water views.

Cottage in Eliot

Salty Mermaid Cottage/Boat House

This 2br home is nestled at the end of a peninsula’s over the water, 5min drive to downtown Portsmouth. Spend the day on the on deck, grilling or enjoy your own authentic Maine lobster bake, swimming and treasure hunting the shore. Also explore Kittery or downtown Portsmouth, both just five minutes away. Enjoy this freshly renovated home, water views from every room and window, all bedrooms are equipped with a/c, free WiFi and smart TVs. Fully equipped kitchen has an amazing view of the water.

4.96 out of 5 average rating, 255 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!

An outdoor deck is shown, offering views of the harbor and bustling waterfront activities. The spacious living room features comfortable seating and large windows. The bright bedroom includes a king-sized bed. A well-lit layout highlights the inviting ambiance throughout.

4.97 out of 5 average rating, 254 reviews

#1 Home in Kittery Foreside - PVT Harbor View Deck

Escape to Kittery, Maine for a peaceful getaway! Our 3-bedroom, 3-bathroom home sleeps up to 10 and is just a short walk from the popular Kittery Foreside, offering a range of shopping and dining options. Perfect for those seeking a quiet vacation, our home is equipped with modern amenities and comfortable furnishings. Enjoy a fully stocked kitchen, comfortable living room, and 3rd floor deck for relaxation. Book now for a stress-free vacation filled with delicious dining and retail therapy!

Cottage in Badger's Island

A charming cottage is adorned with warm outdoor lighting, creating a welcoming presence. The porch features festive decorations, while neatly trimmed bushes lined with lights add to the inviting atmosphere. Adjacent, another structure can be seen, surrounded by greenery and utility lines.

4.94 out of 5 average rating, 146 reviews

Badgers Island Cottage

You will fall in love with this cozy Maine cottage on Badgers Island! From its lovely views of the Piscataqua River, to its gardens, open-concept floor plan and tasteful style -- it is everything an island home should be. Features an updated kitchen with brand new appliances with granite counters, Brand new tub, toilet, and vanity, wood floors in every room, and full walk-out basement. Walk to Portsmouth or sit on the porch and watch the boats go by -- island living at its best!

4.97 out of 5 average rating, 239 reviews

A modern living area features a light-colored sectional sofa adorned with green accent pillows. A sleek coffee table with a reflective surface is centered on the wood flooring. Natural light filters through a nearby window, illuminating the space and a botanical print hangs on the wall.

Apartment in Kittery

Fresh + Modern Garden Level Kittery Studio

This stylish garden level modern apartment is well located in Kittery and provides local recommendations from the hosts that live in the upper unit. The kitchen is fully stocked with all your cooking and coffee needs, and includes an under-counter fridge, under-counter freezer, and microwave. The house is less than a mile to downtown Kittery and the shipyard gates, and less than two miles to Portsmouth. (All very walkable with sidewalks) Kittery STR License Number: ABNB-24-67

Guest suite in Kittery Point

An outdoor hot tub is positioned on a gravel patio, surrounded by lush greenery. Beyond the tub, glass doors lead to an inviting indoor space. Comfortable seating is nearby, creating a relaxing atmosphere for guests.

4.95 out of 5 average rating, 333 reviews

Sunny Coastal Days & Hot Tub Nights

Just 10-minutes from charming Portsmouth! Enjoy the crystal-clean hot tub on your private patio. Feet-up pampering and special gifts throughout this adorable Maine coastal getaway. Drive into Portsmouth, or stay-in and pamper yourselves. Walk to the Kittery Point town wharf, historical sites, the Bistro and Wharf Restaurant, and catch views of the lighthouse and spectacular sunsets. 5-minute drive to a beach or world-class restaurants, 10-min to the famous Kittery Outlets.

4.98 out of 5 average rating, 333 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: https://bit.ly/3vK5F0G We've outfitted it with an extra screen and a setup to get you up and running. Google home and Sonos systems bring this 100 year old beauty into this century.

5 out of 5 average rating, 161 reviews

A welcoming living area showcases a large screen displaying Netflix. Two brown armchairs with throw pillows are positioned beside a modern coffee table. A cozy fireplace adds warmth, while soft gray and blue tones create a relaxing atmosphere. Natural light filters through the windows.

Home in Kittery Point

A water view slice of heaven at Pepperrell Cove

Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • 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!

4.98 out of 5 average rating, 103 reviews

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

Charming retreat in Kittery

Welcome to our Airbnb. Less than 10 min drive to downtown Kittery and Portsmouth - easy access to the shops and restaurants in Market Square and the Kittery Foreside. Take a drive along the seacoast, explore Fort Foster, or sit back and relax on Long Sands beach. Enjoy the 43" 4K TV with all the apps. The kitchen is stocked with all the essentials including a Keurig machine & K-Cups. Plus, off-street parking, air conditioner, FAST WiFi, & a comfy bed!

5 out of 5 average rating, 101 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.

Popular amenities for Kittery outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

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, 148 reviews

Kittery Foreside Cottage

4.98 out of 5 average rating, 139 reviews

A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.

Home in Bridgton

Wren Cabin + Wood fired Sauna

4.99 out of 5 average rating, 160 reviews

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

Home in Naples

LUX Designer Private Waterfront

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.

4.95 out of 5 average rating, 166 reviews

Gorgeous Waterfront Home with Dock and Beach

4.94 out of 5 average rating, 584 reviews

A bright living room is filled with natural light from two large windows. A soft blue sectional sofa, accentuated by coordinating pillows, faces a round coffee table. A vibrant piece of wall art and potted plants enhance the space. A comfortable armchair is situated in the corner.

Home in Portsmouth

Private Sunny Apartment in hip Portsmouth West End

4.95 out of 5 average rating, 210 reviews

A bright and airy living space showcases a combination of wooden beams and a warm color palette. A comfortable leather sofa faces a coffee table, with two green chairs positioned nearby. Large windows provide a view of the outdoors, while an inviting staircase leads to the upper level.

Home in Mont Vernon

Private Waterfront! Views, Hot Tub, King Bed

Superhost

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

4.92 out of 5 average rating, 212 reviews

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

4.89 out of 5 average rating, 159 reviews

A spacious facade of a home is framed by well-maintained green lawns and vibrant landscaping. The entrance features a series of steps leading to a covered porch, while ornamental trees and shrubs enhance the welcoming appearance.

Home in Kittery Point

Kittery Point Jewel

Apartment rentals with outdoor seating

4.99 out of 5 average rating, 146 reviews

A bright bedroom is equipped with a spacious bed adorned with soft linens and neutral throws. Two windows with patterned curtains allow natural light to fill the room, while decorative wall art enhances the atmosphere. A bedside table with a lamp complements the warm wooden flooring.

Apartment in Ipswich

Unit 2~Garden Getaway Close to Beach & Downtown

4.98 out of 5 average rating, 227 reviews

The image captures a serene waterfront scene with comfortable Adirondack chairs arranged on a grassy area overlooking a calm harbor. The view includes a small dock with boats and a waterfront lined with rocky formations, creating a peaceful coastal ambiance.

Apartment in Rockport

Holiday fun & waterviews in the heart of Rockport!

4.93 out of 5 average rating, 177 reviews

An aerial view captures a spacious coastal home, surrounded by lush trees with changing leaves. The structure showcases a wraparound deck, and the sloped lot offers a rocky edge, enhancing the natural setting. Nearby residences are partially visible through the foliage.

Apartment in Rockport

Hidden Gem! Short term rental steps from 2 beaches

4.86 out of 5 average rating, 124 reviews

An expansive view of the ocean showcases rolling waves under a partially cloudy sky. A deck is visible, outfitted with outdoor seating, surrounded by lush greenery and coastal vegetation, creating a serene outdoor space.

Apartment in Magnolia

Amazing Ocean View In-Law Apt.

4.99 out of 5 average rating, 144 reviews

The open kitchen features a large island with seating for several guests. A cozy living area is visible, with a comfortable seating arrangement and large windows allowing natural light and ocean views. Warm wood flooring complements the airy atmosphere.

Apartment in Rockport

4 Bed 2.5 Bath Water view Downtown with Parking

4.99 out of 5 average rating, 167 reviews

An inviting open-concept living area features a brown sectional sofa with a chaise, accented by throw pillows. A round coffee table sits in front, surrounded by a welcoming atmosphere of honeybee-themed decor, such as hexagon shelves on the wall. A workspace with a chair is positioned nearby.

Apartment in Billerica

Air Bee-n-Bee Hive-Unique Themed Stay, Coffee bar

4.98 out of 5 average rating, 358 reviews

Apartment in Arundel

Cape Arundel Cottage 1 mile to downtown KPT

4.98 out of 5 average rating, 173 reviews

A compact sleeping area features a queen-sized bed with a decorative white throw. Flanking the bed are two bedside tables, each topped with a lamp. Neutral-colored walls and soft lighting create a calm and inviting ambiance.

Apartment in Windham

The Roost - lovely one bedroom efficiency unit

Condo rentals with outdoor seating

4.96 out of 5 average rating, 598 reviews

A spacious studio condo features a plaid-patterned bedspread on a cozy bed. A modern kitchen area with a marble countertop is visible, complemented by natural wood accents. Large windows allow natural light, while sheer curtains provide privacy, and a door leads to a private balcony.

Condo in Lincoln

Stylish Loon Mountain Studio apt w/Pool & Hot Tub

Condo in Old Orchard Beach

A wide sandy beach stretches along the coastline, with gentle waves breaking at the shore. Two figures walk along the water's edge, while a clear blue sky enhances the tranquil atmosphere of the scene.

4.89 out of 5 average rating, 116 reviews

Oceanfront Condo with Awesome Views

4.96 out of 5 average rating, 310 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

4.99 out of 5 average rating, 207 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

4.96 out of 5 average rating, 391 reviews

A warm wooden interior features a cozy seating area with a light-colored couch and decorative pillows. Floating shelves display various items, and the kitchen is visible in the background, showcasing essential appliances and a stylish design. Natural light filters through a skylight above.

Condo in Scarborough

Cozy condo by the beach!

4.98 out of 5 average rating, 166 reviews

A serene beach scene showcases soft waves gently lapping against the shoreline. Light sand is dotted with smooth rocks, while the horizon features clear blue skies meeting the ocean. A few distant figures can be seen enjoying the beach, contributing to a peaceful atmosphere.

Condo in Hampton Beach

Beachfront Getaway

4.96 out of 5 average rating, 284 reviews

A cozy living area features wooden beams and paneling, with a comfortable sofa and an ottoman. Natural light enters through the windows, highlighting decorative shelves and a compact kitchen area. A small table and lamp add functionality to the space.

Condo in Scarborough

Comfy condo with loft by the beach!