Holiday houses in Kittery Foreside

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Top-rated holiday rentals in Kittery Foreside

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.
Cabin in South Berwick
5 out of 5 average rating, 304 reviews

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Guest favourite
A cozy sitting area features a dark leather sofa facing a wall-mounted television. A wooden coffee table occupies the center, with decorative items placed on its surface. The adjacent wall showcases a colorful patchwork of reclaimed wood, complemented by warm lighting and a mirror.
Apartment in Portsmouth
4.94 out of 5 average rating, 320 reviews

Studio Apt. in Historical Portsmouth NH

Second floor studio in an 1890's historical house with a queen pull down "Murphy" bed. Walking distance to downtown with many restaurants/shopping/nightlife/theaters/walking trails/liquor store/grocery/gas/pharmacy/pubs/coffee shop/ice skating/laundry. Close by are beaches/boat tours and golf to name a few. The seacoast has much to offer. 1 hr. from Boston, 1.5 hr from White Mountains. This is a very friendly neighborhood and you'll just love the charm that Portsmouth has to offer!

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.
Apartment in Portsmouth
4.98 out of 5 average rating, 341 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.

Guest favourite
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.
Guest suite in Kittery Point
4.95 out of 5 average rating, 363 reviews

Beautiful Gardens, Ocean Views and Hot Tub Too

Just 10-minutes from charming Portsmouth! Enjoy the crystal-clean hot tub on your private patio in a sun filled garden. 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, 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.

Guest favourite
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
4.86 out of 5 average rating, 126 reviews

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.

Guest favourite
A bright living area is highlighted by high ceilings with exposed beams. A comfortable chair and a stylish table set are present, alongside a television. Colorful artwork decorates the space, while natural light filters through large windows, illuminating a woven area rug.
Apartment in Portsmouth
4.94 out of 5 average rating, 143 reviews

Chic Loft-Style Condo in Downtown Portsmouth

This contemporary loft-style condo in Portsmouth , is located directly on the Piscataqua River, offers two bedrooms, a comfortable living room, vibrant dining space, and galley kitchen. It's a short walk to all of the shops and restaurants in downtown Portsmouth, and just 8 miles to New Hampshire's most popular beaches. Come relax, dine, shop and play. It's all here for your enjoyment, and you just know it's time to book yourself getaway!

Superhost
A spacious studio features a bed with patterned bedding and decorative pillows. Natural light enters through bright windows, highlighting the exposed brick walls. A love seat and a chair complete the cozy seating area, creating a welcoming space for relaxation.
Apartment in Portsmouth
4.72 out of 5 average rating, 514 reviews

Unit 1 Studio - Historical Building Downtown

Under new ownership and recently updated, spacious studio in one of Portsmouth’s original historical buildings. With great natural light on 3rd floor, stay in the heart of downtown Portsmouth just steps away from shopping, restaurants, Prescott Park, theaters, Market Square, and many other attractions. NOTE - Since the building was built in the 1800’s, there are quite a few stairs and no elevators. AC is available

Top Guest favourite
The spacious living area features a large sofa and an armchair, positioned beside a coffee table. A flat-screen TV displays the Netflix logo above a fireplace, while natural light enters through the surrounding windows. A potted plant adds a touch of greenery to the space.
Home in Kittery
5 out of 5 average rating, 104 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

Top Guest favourite
Apartment in Kittery
4.98 out of 5 average rating, 290 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.

Top Guest favourite
A modern kitchenette features stainless steel appliances, including a microwave and dishwasher. A round table is set with two stylish chairs, providing a comfortable dining space. Decorative wall art adds visual interest, while warm lighting creates an inviting atmosphere.
Apartment in Portsmouth
4.96 out of 5 average rating, 139 reviews

Enjoy downtown Portsmouth!

123 Daniel St is a stylish, modern studio located in the heart of downtown in one of Portsmouth’s original historic brick buildings. The unit is a short 2 block walk to Prescott Park, Strawberry Banke, the waterfront and Market Square. The area is overflowing with wonderful restaurants, music venues, galleries and shops.

Top Guest favourite
A cozy living area features a light-colored sofa with decorative pillows, paired with a comfortable armchair. A flat-screen TV is mounted above a gas fireplace, while natural light illuminates the space through a nearby window. A round coffee table sits in the center, enhancing the inviting atmosphere.
Guesthouse in Kittery
5 out of 5 average rating, 399 reviews

Private guesthouse EV charger, deck, & fire pit.

Kittery Cottage is a private, newly built property located 1.5 miles from the charming city of Portsmouth and minutes from many of the seacoast beaches. With a ten minute walk to Kittery Foreside you have access to many restaurants and shops. The Kittery outlets are less than 2 miles away.

Guest favourite
Home in Kittery
4.94 out of 5 average rating, 261 reviews

Seacoast 4BR | Mins 2 Portsmouth | Beach, Outlets

🌊 Welcome to the Seacoast! This 4-bedroom hideaway is privately nestled in Kittery Foreside while still keeping you close to the action. Decorated in a charming seacoast farmhouse style, this home is perfect for 2–3 couples, a family (or two), or an extended work-cation 💻🏡.

Popular amenities for Kittery Foreside holiday rentals

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