
Cottage holiday rentals in Kittery
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Kittery

Total holiday rentals
Explore 20 holiday rentals in Kittery

Nightly prices starting at
Kittery holiday rentals start at £111 per night before taxes and fees

Verified guest reviews
Over 1,760 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Kittery holiday rentals include wifi 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!
Top-rated cottage rentals in Kittery
Guests agree: these cottages are highly rated for location, cleanliness and more.

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.

Secluded Coastal Home & Cottage 3 Minutes to Beach
Escape to Thistle Pond Cottage, a peaceful coastal retreat in southern Maine. Nestled on 2 acres with pond views, lush gardens, and local wildlife, it’s minutes from beaches and Portland. Every stay begins with homemade bread from our kitchen and thoughtful, locally sourced welcome accompaniments. Weather and seasonal permitting, guests may occasionally savor a host-prepared wood-fired pizza made with fresh garden ingredients. Cozy, bright, and full of garden-to-table charm and seasonal delight.

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.

Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

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.

Cozy Cottage with Ocean Views, Wells Maine
Ocean breezes, panoramic views of the Atlantic, comfortable cottage to relax & enjoy your time in Maine, what more could you ask for on a getaway?! This cozy cottage for 6 boasts near panoramic views of the Rachel Carlson preserve and the Atlantic Ocean. Tastefully decorated and newly updated, our cottage offers AC/heat, ceiling fans, fully equipped kitchen with dishwasher, outdoor gas grill, cable TV in all rooms, WiFi, cabled phone, skylights, in unit W/D & a large screened in porch.

Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

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!

New 3 BD, 2 BA home, 6 min walk to Long Sands.
Completely redone, high end finishes, a created pint of perfection. Come see how to best create a 1,500 sq foot home with room for time together and also spacious bedrooms and baths. I think you’ll find this home has everything the York rental market DOESNT! New, sleek, fashionable and family focused. DO YOU HAVE A LARGE GROUP OR FAMILY AND NEED MORE THAN ONE HOUSE? We bought 3 houses all next to each other. Ask about our other listings and maybe book all three!

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. IMPORTANT: You must bring your own 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 backpack beach chairs available for your use.

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.

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 cottage rentals in Kittery
Cottage rentals with a hot tub

Wells Maine Home with a View

The Loon Nest, Waterfront Lake House, Wood Hot Tub

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

Cozy cottage near Gilford, lake access & hot tub!

HOT TUB! Sauna! Mtn Views, Saco river!

Fully Renovated/4min to K-port/HotTub/Game Room

Super cute one bedroom with hot tub and pool.

Paradise Found Minutes from Ogunquit | Heated Pool
Pet-friendly cottage rentals

North Beach Modern Bungalow

Sweet cottage in quiet convenient coastal setting.

Sunset Bliss- stylishly renovated, 3 min to beach

Ocean Views/Huge Porch/Sleeps 12/Walk to Beach

Bright & Cozy Beachside Cottage in Camp Ellis

Quaint & Peaceful Designer's Oceanfront Cottage

Deja Blue Guesthouse

Cozy Waterfront Cottage w/ Private Dock & Kayaks
Private cottage rentals

Sunny Beach Cottage / Sleeps 7 + Walk to the beach

4br2ba House+parking@PeacefulOasis on Munjoy Hill

Sunset Waterfront Retreat | Private Beach, Pool &

Waterfront Cottage Private Dock | Kayaks | Rowboat

Pool Is Open in Sept! Steps from Harbor + Old Town

Quaint Year round Cottage

Cottage at Footbridge Beach Ogunquit

The Little Cottage - Under the Trees & By the Sea
Destinations to explore
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