Cottage vacation rentals in Kittery

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Top-rated cottage rentals in Kittery

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Top guest favorite
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 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, 181 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
The living room is bright and airy, featuring large windows that fill the space with natural light. Comfortable seating is provided on two white couches and a blue chair. A neutral area rug complements the wooden flooring, and a television is mounted on the wall.
Cottage in Ogunquit
4.95 out of 5 average rating, 115 reviews

Sunny Beach Cottage / Sleeps 7 + Walk to the beach

Your perfect getaway! Just a brief walk to the beach & steps away from the trolley! This adorable, super clean 2 bedroom/ 1 bath cottage (sleeps 7) is located on a private cul-de-sac within walking distance to (.25 miles) Footbridge Beach and local restaurants, and 1 mile from Ogunquit’s center. You'll love the cottage's charming appeal, with its fresh & inviting ambiance. Every inch of this beautiful space has been thoughtfully furnished ensuring a truly memorable experience inside and out!

Top guest favorite
An outdoor seating area features a circular stone fire pit surrounded by cozy, cushioned seating. Potted plants enhance the greenery, while a string of lights provides gentle illumination. A tall umbrella offers shade, and a fenced area contributes to the space's privacy.
Cottage in Wells
4.94 out of 5 average rating, 278 reviews

Spacious Coastal Cottage

This 3 bedroom, 2 bath home is surrounded by tall pines and greenery and has a peaceful screened in front porch, with an outside space and fire pit, perfect for sitting back and relaxing with a glass of wine in hand or locally crafted beer. This space is located on a quiet street, just off the beaten path of Route 1 in Wells. About a mile from Wells Beach, walking distance to several restaurants; Mike's Clam Shack, Varano’s, The Steak House and Congdon's to name a few popular favorites.

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, 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 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, 214 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 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, 282 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!

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, 111 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, 320 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 .

Top guest favorite
A serene backyard features a clear swimming pool surrounded by lush greenery and blooming flowers. An outdoor sitting area with lounge chairs is highlighted, while a glass-enclosed indoor space offers a view of the pool, enhancing the inviting atmosphere.
Cottage in Lakeside Marblehead
4.99 out of 5 average rating, 145 reviews

Antique Home - Steps from Harbor - Private Pool

Just steps from Marblehead Harbor, this antique home offers a private backyard pool and beautiful garden. Walk to The Barnacle (300 ft), Fort Sewall, Gas House Beach, and Old Town Marblehead — easy and walkable access to all. Features one king bed, two twins, and a queen sofa bed. Enjoy walkable dining and shopping plus two tandem off-street parking spots—your perfect coastal getaway with plenty of amenities nearby.

Top guest favorite
A charming garden area surrounds the cottage, featuring vibrant flowers and greenery. A white picket fence defines the space, while two blue shutters flank the windows. A small stone feature adds interest, and a soft gravel path leads up to the entrance.
Cottage in Gloucester
4.97 out of 5 average rating, 149 reviews

Sunny & private cottage in Lanesville Village

Sunny private 2 bedroom cottage with large garden, deck,and great Lanesville location near the ocean. Living room with large flat screen smart TV with Roku, fast internet, and lounge with pull out couch and pocket door for privacy. Now with mini-split A/C and new windows in the bedrooms! Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.

Guest favorite
The exterior of the cottage is showcased, featuring gray siding and a prominent blue front door. Steps made of stone lead to the entrance, framed by small bushes and stones. Natural surroundings include trees in the background.
Cottage in Kennebunk
4.9 out of 5 average rating, 100 reviews

Quaint Year round Cottage

Newly built year round cottage in Kennebunk offering granite counters, full kitchen with stainless steel appliances complete with essentials open to living room with WIFI and cable access. Private bedroom with queen bed. Linens aNd towels are provided . Short walk to Kennebunk, local restaurants, town center, beaches, and local attractions

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 ﺩ.ﺇ404 per night before taxes and fees

  • Verified guest reviews

    Over 1,670 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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