Cottage vacation rentals in Kittery

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Top-rated cottage rentals in Kittery

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Guest favorite
An open living area is presented with a cozy navy sofa and a light-colored area rug. A coffee table sits in front of a stylish fireplace, complemented by light woven chairs around a dining table. Large windows offer views of the outdoors.
Cottage in Plum Island
4.95 out of 5 average rating, 124 reviews

Plum Island Sunset Cottage

Come to PI to stay at our renovated beach house! Enjoy daily sunsets, a short walk to the beach, ice cream, restaurants, convenience, and wild life! The house sleeps 8, with 2 queen bedrooms & 1 bunk room that sleeps 4. The perfect spot to stay to be close to Newburyport, the surf, bird watching, running, cycling, and scenic walks through the peaceful Wildlife Refuge. Please note: this is NOT a party house. It's a cottage to be enjoyed by friends & family, in respect to neighbors and our home.

Top guest favorite
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, 176 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 favorite
A serene waterfront scene features a small boat gliding across calm waters, reflecting the surrounding buildings. A cluster of white cottages stands on pilings, with a dock visible, under a soft pastel sky as day transitions to evening.
Cottage in Brunswick
5 out of 5 average rating, 194 reviews

Lobstermen's ocean-front cottage

Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Guest favorite
A charming cottage exterior is visible, featuring light beige siding and white trim. A set of stairs leads to the entrance. A gravel parking area is present, with a shaded outdoor dining area equipped with a table and chairs beside the entrance.
Cottage in Cape Neddick
4.86 out of 5 average rating, 130 reviews

Long Sands Cottage - Walk to Beach

Walk to Long Sands Beach - we are 0.4 miles from the beach, about a 7 minute walk. July/August are 7-day Sat to Sat only rentals. BYO Linens and Towels. Cottage is on a charming unpaved road in a quiet neighborhood of small 1950's vintage seasonal cottages. Walking distance to downtown York Beach which has a zoo, restaurants, penny arcade and fun shops. There is a rolling beach cart and two beach chairs available for your use. If you are looking for a restaurant close by try Stones Throw.

Guest favorite
A charming cottage exterior is showcased, featuring a sloped roof and wooden steps leading to the entrance. Lush greenery and well-maintained shrubs surround the home, while a patio umbrella provides shade on the deck. A spacious yard with mature trees adds to the serene setting.
Cottage in Cape Neddick
4.78 out of 5 average rating, 319 reviews

Sweet cottage in quiet convenient coastal setting.

Our cottage is featured i n Terry John Woods "Summer House" as a quintessential cottage of Maine. Relax in our private, romantic Cape Neddick cottage, overlooking a 2 acre meadow and woodland, close by foot, bike, to the amenities of York, Ogunquit, Kennebunk, Kittery, and Portsmouth and within a ten minute ride to five beautiful beaches. Cape Neddick Beach being the closest one, a five minute ride. Our cottage is off the beaten path on a quiet private way, near the Cape Neddick River .

Top guest favorite
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 Badger's Island
4.94 out of 5 average rating, 147 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 favorite
The hot tub is filled with bubbling water, positioned to capture views of the frozen lake and sunset hues in the sky. Surrounding scenery includes a winter landscape, with trees lining the shore and a distant dock. Gentle waves are visible on the water's surface.
Cottage in Middleton
4.96 out of 5 average rating, 207 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

Guest favorite
A cozy living area is presented with a gray sofa and a vibrant orange chair, alongside a small black, patterned table. Brightly colored wall art enhances the surroundings, while a TV is mounted on the wall. Natural light enters through glass doors leading to a fenced backyard.
Cottage in Old Orchard Beach
4.94 out of 5 average rating, 379 reviews

#2 Walk to the beach Vintage Cottage.

3 night Min. stay 6/1 to Labor day. Cottage #2 is a classic one-bedroom with soothing beach colors and well-appointed with comfortable furnishings and updated finishes. It is outfitted with vintage and modern decor mixed in. The cottage has a fully stocked kitchen with pots and pans and utensils for those times when you may just want to stay in and cook. Private fenced backyard with a gas grill, table and chairs. Just a short 5-minute walk, to the beach. Yes we allow pets.

Guest favorite
A charming cottage is viewed from the front, featuring a gabled roof and a welcoming entryway. Large windows allow light to fill the space, surrounded by lush greenery and stone landscaping. A small chair is placed near the entrance, inviting guests to relax outdoors.
Cottage in Ogunquit
4.86 out of 5 average rating, 277 reviews

The Little Cottage - Under the Trees & By the Sea

It's been called Magical Maine and that it is. Located just 1.5 hours from Boston, Ogunquit is a quaint coastal town offering restaurants, shopping, wild-life & hiking at Mt Agamanticus and, best of all, the beach! Our little home is tucked away on a 1/2 acre of wooded land just down the way from a frog pond, but still within walking distance to town and the beach. Perfect for a family vacation, romantic weekend getaway, reunion amongst friends or even solo trip!

Top guest favorite
The image displays a cozy bedroom featuring a spacious bed with decorative pillows. A well-furnished farmers porch is shown, complete with a BBQ grill and outdoor seating. The exterior of the cottage is depicted, along with an inviting living area showcasing a comfortable sofa and decorative accents.
Cottage in Kittery
4.94 out of 5 average rating, 252 reviews

Porch, Grill, Walk to Portsmouth

Our Coastal Cottage is 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 TV's in every room.

Guest favorite
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
4.88 out of 5 average rating, 99 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.

Top guest favorite
The cottage, featuring rustic cedar shingles, is set among lush greenery. A screened porch with large windows invites fresh air and natural light. The spacious yard is accented by varied plant life, contributing to a serene and private outdoor environment.
Cottage in Kittery
4.96 out of 5 average rating, 318 reviews

Charming Coastal Maine Cottage

Charming Coastal cottage on private way. Two bedrooms w 1 bath upstairs. Additional pullout futon in separate room downstairs. Sleeps up to 5. Surrounded by Rachel Carson National Wildlife Refuge, walk to Seapoint Beach, beautiful and peaceful. Large screened porch to relax in. Bird watchers paradise. Eclectic restaurants, galleries, museums, local food purveyors, breweries and more all 10-15 minutes away in Kittery/Portsmouth .

Popular amenities for Kittery cottage rentals

Quick stats about cottage rentals in Kittery

  • Total vacation rentals

    Explore 20 vacation rentals in Kittery

  • Nightly prices starting at

    Kittery vacation rentals start at $10 per night before taxes and fees

  • Verified guest reviews

    Over 1,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Kittery vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kittery rentals

  • 4.9 Average rating

    Kittery stays are highly rated by guests—averaging 4.9 out of 5!

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