Holiday houses in Kittery Foreside

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Top-rated holiday rentals in Kittery Foreside

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Top Guest favourite
An open living area features a comfortable gray sofa with decorative pillows, a wooden coffee table on a textured rug, and two light-colored armchairs. The space is illuminated by natural light from nearby windows, with a modern kitchen visible in the background.
Cottage in Kittery
4.94 out of 5 average rating, 259 reviews

Maine Harbor Escape | Porch&BBQ, Walk 2 Portsmouth

🌊🏡Welcome to Our Coastal Cottage!🦞☀️ The perfect home for a small family or couple💑looking to escape to the Maine Seacoast. Located in a quaint residential neighborhood within harbor view⚓, this cottage has a relaxing farmers porch🌿, a BBQ grill🍖, 2 full bathrooms🛁, and is within a 45-second walk🚶‍♀️to Kittery Foreside; a small downtown area with shops🛍️and restaurants🍽️. Our cottage was tastefully decorated by a professional interior designer🎨and comes with smart TVs📺 in every room.

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, 133 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

Guest favourite
A well-appointed sleeping area is highlighted by a queen bed featuring a neutral-colored patterned blanket. A woven basket of towels rests at the foot of the bed. Simple decor elements include bedside lights and a potted plant, contributing to a calm atmosphere.
Apartment in Portsmouth
4.81 out of 5 average rating, 698 reviews

Unit 3 Studio - Historical Building Market Square

Under new ownership and recently updated, spacious studio located in the heart of downtown Portsmouth in one of the original historic buildings. With great natural light on 4th floor, we are a walk to everything Portsmouth has to offer. Kitchen includes all customary amenities plus Keurig coffee maker with k-cups. Enjoy your coffee or morning treat at the kitchen bar. NOTE: AC units during summer months (June - September); this unit is located on the third floor, few flights of stairs

Top 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
4.96 out of 5 average rating, 294 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, 309 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 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.
Cottage in Kittery
4.94 out of 5 average rating, 154 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!

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.
Apartment in Kittery
4.97 out of 5 average rating, 255 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-25-43

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, 169 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
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.
Apartment in Kittery
4.98 out of 5 average rating, 271 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
The living area features exposed brick walls and wooden beams, giving it a historic charm. A neutral-colored sofa is positioned beside a small wooden coffee table. A round dining table with black chairs is visible, providing a cozy space for meals.
Condo in Portsmouth
4.99 out of 5 average rating, 111 reviews

Lovely 1-bdr condo in historic downtown Portsmouth

Awesome historic 1 bedroom condo in downtown Portsmouth close to everything. Sleeps up to 4 with bedroom, and queen sleeper sofa in living room. Newly renovated. Enjoy relaxing in this unique and charming space with exposed brick and beams. Full kitchen, eat in or go out! Shops and restaurants at your doorstep. Walking distance to everything downtown Portsmouth has to offer.

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
4.97 out of 5 average rating, 131 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, 369 reviews

Newly built, private deck with 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.

Popular amenities for Kittery Foreside holiday rentals

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