
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 $252 NZD 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 and kid-friendly amenities

Wi-Fi availability
10 of Kittery holiday 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!
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.

Waterfront Cottage Private Dock | Kayaks | Rowboat
Super cozy, beautiful cottage on the lake & dirt roads.Yard: sitting areas, propane fire pit & grill, fenced in yard.Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided.

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.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

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!

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.

Charming Designer Cottage on Marsh
Cozy renovated Cottage w/ stunning marsh views is short walk to beautiful Goose Rocks Beach. No need to pack gear, cottage comes equipped w/ 2 kayaks, 2 bikes/helmets & beach buggy. Stroll to general store for morning coffee, walk on beach or head out and explore the Kennebunks & Cape Porpoise. Our community offers world class dinning, boutique shopping , entertainment and beautiful hiking trails all close by. At days end kick back & relax by the fire pit...”The way life should be”

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!

Classic Maine Cottage - dock, sauna & kayaks
The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.

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

Wells Maine Home with a View

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

The Loon Nest, Waterfront Lake House, Wood Hot Tub

Cozy cottage near Gilford, lake access & hot tub!

HOT TUB! Sauna! Mtn Views, Saco river!

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

Paradise Found Minutes from Ogunquit | Heated Pool

Stillhouse: Serene sanctuary in coastal Maine
Pet-friendly cottage rentals

New 3 BD, 2 BA home, 6 min walk to Long Sands.

Quaint & Peaceful Designer's Oceanfront Cottage

Lovely cottage on Sunrise Lake, Middleton, NH.

Deja Blue Guesthouse

Bright & Cozy Beachside Cottage in Camp Ellis

Sunset Bliss- stylishly renovated, 3 min to beach

Cozy Waterfront Cottage w/ Private Dock & Kayaks

#4 Vintage Cottage walk to the beach and Pier!
Private cottage rentals

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

Sunset Waterfront Retreat | Private Beach, Pool &

Cozy Cottage steps from Hampton Strip With Parking

Cottage at Footbridge Beach Ogunquit

The Loon's Nest Cottage

4br2ba House+parking@PeacefulOasis on Munjoy Hill

Spacious Coastal Cottage

Peaceful Cottage on Maine Flower Farm
Destinations to explore
- Rentals with a hot tub Kittery
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