Holiday rentals in Kittery Foreside

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Top-rated holiday rentals in Kittery Foreside

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Top guest favourite
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.
Home in Kittery
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

Top guest favourite
An open-concept living space features brick walls and wooden beams. A cozy gray sofa with decorative pillows faces a glass coffee table. The kitchen, equipped with stainless steel appliances, includes a breakfast bar with three stools, enhancing the functional design of the area.
Flat in Portsmouth
4.99 out of 5 average rating, 113 reviews

Tugboat Vista | 2 Bedroom | Downtown Portsmouth

Overlooking the beautiful Tugboats of Downtown Portsmouth, this brick laden 2 bed, 1 bath unit is quintessential downtown city living. Featuring a fully loaded kitchen, plush king bed, queen bedroom with river views, and a queen sleeper sofa, this unit is in the heart of it all. The dining, shopping, and walkable venue access makes this location sought after by locals and travelers alike! Make this your home base for the night or the month and enjoy all of what Portsmouth offers all year round.

Top guest favourite
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
4.98 out of 5 average rating, 174 reviews

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.

Top guest favourite
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.
Home in Kittery
4.97 out of 5 average rating, 253 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!

Top guest favourite
An aerial view captures the waterfront of Portsmouth, featuring several tugboats docked along the river. Historical buildings line the shore, showcasing brick facades and a bustling atmosphere. A vibrant marketplace is visible along the waterfront, with boats gently bobbing in the water.
Flat in Portsmouth
4.99 out of 5 average rating, 293 reviews

The Tugboat - KingBed, Waterfront! Parking!

Location Location! Welcome to the Tugboat! A Tastefully decorated 1 Bedroom w/King Bd located on the Historic Waterfront of Portsmouth. All the shops, restaurants, rich history, festivities, and nightlife are right here a few steps away! Enjoy the sunsets over the river while sipping a glass of wine on the front steps before going out. Open the Dutch Door to watch the Tugboats and get all the smells from the restaurants surrounding you. It will be hard not to eat out every night.

Top guest favourite
A tranquil water view is captured from a balcony, showcasing calm reflections on the surface of the estuary. Lush greenery lines the waterfront, and the distant tree line is visible against a softly clouded sky.
Guest suite in Kittery
4.97 out of 5 average rating, 300 reviews

Coastal home on the water

A nautical look and feel is what this coastal home away from home offers. A detached from the main house in-law apartment is the perfect get away. Located directly on the water, on an estuary called Spinney Creek, part of the Piscataqua River. Bring your kayak, fishing rod, or sit back enjoy a cold beverage and watch the sunsets by the fire pit. Best water views ever. It is 1.5 miles to downtown Portsmouth, NH and less then 1 mile to the beautiful rejuvenated downtown Kittery.

Top guest favourite
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.
Flat in Kittery
4.97 out of 5 average rating, 238 reviews

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

Top guest favourite
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
4.98 out of 5 average rating, 331 reviews

*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.

Top guest favourite
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
5 out of 5 average rating, 161 reviews

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!

Top guest favourite
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.
Flat in Kittery
4.98 out of 5 average rating, 103 reviews

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!

Top guest favourite
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
5 out of 5 average rating, 101 reviews

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.

Top guest favourite
An open layout features a kitchen area and dining space with a wood table and two chairs. The cozy sleeping area includes a spacious bed against a wooden accent wall. Pendant lights hang above, while natural light from the windows highlights the wood flooring.
Flat in Kittery
4.98 out of 5 average rating, 259 reviews

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.

Popular amenities for Kittery Foreside holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Kittery
  6. Kittery Foreside