Holiday rentals in Kittery Foreside

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Top-rated holiday rentals in Kittery Foreside

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Top guest favourite
A spacious sleeping area features a large bed with decorative pillows and a textured blanket. Nightstands are positioned on both sides, each with a lamp and small items. Soft light filters through sheer curtains, complementing the pleasant wall art above the bed.
Guest suite in Kittery
4.97 out of 5 average rating, 161 reviews

Seacoast Suite

Welcome to our traditional Maine Gambrel where you will have a private entrance, bedroom, bathroom and sitting area. The 250 sq ft suite has a queen bed, tv, Wi-Fi, hot drinks, mini fridge, microwave, and private space. We are located just over an hour from Boston or Portland, 5 min to Kittery shopping outlets, half mile to a boat launch & 5-15 min drive to a number of beaches. We are located in a quiet residential neighborhood. We ask for no animals since there's a cat that lives here too.

Guest favourite
The kitchen and living area feature a modern design with large windows that allow for ample natural light. A dining table for four is placed near the kitchen, which includes essential appliances and a TV mounted on the wall. A cozy lounge chair complements the space.
Flat in Portsmouth
4.94 out of 5 average rating, 101 reviews

King Bed | Downtown Suite | Port City Stays

Full apartment with King bed, steps away from all of what Portsmouth has to offer. With room to sleep 4 people comfortably, our unit is a great place for a few friends, couples exploring the NH Seacoast, or a business traveler(s) looking for easy walking access and longer term stays. Loaded kitchen with blender, coffee & tea bar, microwave, electric range/oven, chef knife set, smart TV. A full work from home set up! Walking: 1 min - The Goat, Row 34 2 min - Jimmy's Jazz Club 4 min - Deck’s

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.
Flat 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.
Flat 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 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, 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
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.
Apartment 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.
Flat 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.
Guest house in Kittery
5 out of 5 average rating, 370 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.

Top guest favourite
A weathered building with colorful buoys decorates its side, positioned alongside a misty waterfront. A bridge is visible in the distance, with boats navigating nearby. The cloudy sky provides a soft, muted light to this coastal scene.
Apartment in Kittery
4.96 out of 5 average rating, 220 reviews

Badgers Island Condo- Sweeping Portsmouth Views #1

Located on historic Badger's Island in Maine's oldest incorporated town (Kittery), this newly renovated condo has breathtaking views of the classic New England town of Portsmouth. From every room, guests can enjoy the views of the Piscataqua River and Portsmouth waterfront.

Top guest favourite
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.
Home in Kittery
4.98 out of 5 average rating, 151 reviews

Kittery Foreside Cottage

Our cottage is right in the heart of Kittery Foreside. Some of the best restaurants in the region are literally steps from your door. The town dock is next door, and at the right time, you can see the lobster boats load up, or even better, unload.

Guest favourite
Home in Kittery
4.97 out of 5 average rating, 265 reviews

#1 Foreside Home | Walk 2 Harbor&Dining | PVT Deck

🌊 Escape to Kittery, Maine for a peaceful coastal getaway! Our 3-bedroom, 3-bathroom home comfortably sleeps up to 10 guests and is just a short 🚶‍♂️ walk from Kittery Foreside, known for its excellent shopping 🛍️ and dining 🍽️ options.

Popular amenities for Kittery Foreside holiday rentals

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