
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 $190 SGD 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.

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 .

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!

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!

4br2ba House+parking@PeacefulOasis on Munjoy Hill
This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning restaurants, breweries and the Old Port. -Main floor: well-equipped kitchen + open concept living/dining room -Upper floor: 3BR (1 queen, 1 full, 1 twin) + bath -Garden level: 1BR/1 bath (queen) with private entrance - Off-street parking for 1 car This charming home @ A Peaceful Oasis offers plenty of space, privacy & comfort, making it the perfect home base for your stay.

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.

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!

North Beach Modern Bungalow
Completely renovated cottage 300 yards to North Beach on a quiet back street. Home is equipped with everything needed for an enjoyable stay at the beach. 1,100 square feet with 3 beds and 2 baths. Open concept kitchen with brand new quartz island. Plenty of seating for entertaining and activities. Large living room with large TV. Enjoy the outdoor deck after a day at the beach, which is equipped with a Patio table, outdoor sofa, and grill. Two driveways allow for up to 3 cars.

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.
Popular amenities for cottage rentals in Kittery
Cottage rentals with a hot tub

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

Wells Maine Home with a View

The Loon Nest, Waterfront Lake House, Wood Hot Tub

Cozy cottage near Gilford, lake access & hot tub!

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

Paradise Found Minutes from Ogunquit | Heated Pool

Beautiful 2 bedrm cottage in Beach Dreams complex

Contemporary Cottage With Ocean View 13
Pet-friendly cottage rentals

Lake View Cottage / Fenced in Yard / Pet Friendly

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

Sunset Bliss- stylishly renovated, 3 min to beach

Cozy Waterfront Cottage w/ Private Dock & Kayaks

Bright & Cozy Beachside Cottage in Camp Ellis

Deja Blue Guesthouse

#4 Vintage Cottage walk to the beach and Pier!

RiverPine Retreat - Clean & Bright Waterfront Home
Private cottage rentals

Fair Winds Cottage~1 mi to beach~

Little Red Lake House

Spacious Coastal Cottage

Quaint Year round Cottage

The Little Cottage - Under the Trees & By the Sea

Seabrook Beach-2 min to beach 3BR 2B. AC sleeps 7

Lobstermen's ocean-front cottage

Sunrise at 15 Mills Road. Fully renovated Cottage.
Destinations to explore
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