Cottage vacation rentals in Kittery

4.91 out of 5 average rating, 252 reviews

A person swims in clear water with a boat bobbing gently in the foreground. Lush green trees and charming cottages are visible along the shoreline under a bright blue sky dotted with a few white clouds.

Cottage in Northwood

Cottage near lake! Kayaks & canoe! Dog friendly!

Come relax, sit by the fire pit, walk the dirt roads & trials! Walk 2 min. to the boat launch/swim area & enjoy the canoe. WIFI. 500 mbps. Yard: grill out, make s'mores by the fire pit, play horse shoes. Inside: play games, complete puzzles, cuddle up and watch movies. Outings: Antique Alley, Chucksters, Stonehouse Pond, Meadows State Park, Portsmouth,Concord. *Sleeps 4. *PET FEE $25 per dog/ night. 1-2 behaved dogs. Dogs only due to health concern for cleaner. *Wear life jackets provided.

4.77 out of 5 average rating, 290 reviews

Cottage in York

Sweet cottage in quiet convenient coastal setting.

Our winters are beautiful. Quiet and relaxing with many winter sports including snoeshoeing on Marginal way and many natural ice scating ponds. ride to Cape Neddick Beach, and minutes away from three other lovely beaches 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. Our cottage is off the beaten path on a quiet private way, near the Cape Neddick River.

4.82 out of 5 average rating, 101 reviews

A cozy fire pit area is surrounded by several white Adirondack chairs and black wire stools. Warm light strings hang overhead, creating a relaxed atmosphere. In the background, a pond is visible with a kayak on the shore and trees providing natural privacy.

Cottage in Lyman

RK North : All season Waterfront cottage with dock

Waterfront get away !You will love the cottage in any season - right on the pond! Enjoy a private dock, swimming and floating right at your door. Relax at the fireplace under twinkle lights , enjoy birdwatching, hiking and swimming during your stay. Lots of ATV and snowmobile trails near by. A close drive to Kennebunkport where your find beach’s , shops and restaurants galore. The cottage has 2 kayaks and a canoe for use during your stay. There are 2 Smart TVs for streaming. Shows and DVD

4.95 out of 5 average rating, 156 reviews

Cottage in Kittery Point

Cozy Maine Cottage by the Sea

Cozy one bedroom beach cottage for rent in picturesque Kittery Point, ME. The cottage is located in a quiet coastal community over looking Chauncey Creek, but is just minutes to all the seacoast has to offer. Short drive to many area beaches (Hampton, NH; York, Ogunquit, Wells, ME). Better yet, walk to Kittery's own quiet Seapoint Beach, paddle at the bottom of the hill in the two kayaks provided or just relax on the peaceful deck with a book, a beverage and the gas fire pit for ambience...

4.94 out of 5 average rating, 147 reviews

A bright living area features a spacious sectional sofa adorned with colorful cushions. A granite countertop with woven bar stools offers a casual dining option, while natural light pours in through large windows adjacent to a screened-in dining space.

Cottage in Wells

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.

4.8 out of 5 average rating, 5 reviews

A paddleboard floats on calm waters near the cottage, showcasing the exterior's gray siding and large screened-in porch. A person sits on the board with a dog standing beside them, surrounded by lush greenery and the peaceful cove.

Cottage in Kennebunkport

Waterfront Cottage on Paddy Creek

Private waterfront cottage with ocean, island and lighthouse views on quiet tidal cove. Located in Cape Porpoise, a small fishing village which is part of Kennebunkport. Fully equipped eat-in kitchen, screened-in porch, both overlooking the cove. Large living room with two twin built-in daybeds and fireplace, cozy master bedroom and bath. Pier and water access for kayak, canoe or boat owners. It is a scenic walk to the local pier, A short drive to the beaches and Kennebunkport center.

4.98 out of 5 average rating, 109 reviews

A bright living area features large windows that overlook serene marsh views. A comfortable blue sofa is situated beside a wooden coffee table, while patterned armchairs provide additional seating. A fireplace is positioned below a wall-mounted TV, and natural light enters through a skylight.

Cottage in Kennebunkport

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”

Cottage in Old Orchard Beach

A glimpse into the cottage reveals an open living space featuring a cozy seating area and a television. Natural light fills the room through windows, and polished wooden floors enhance the inviting atmosphere. A decorative plant adds a touch of greenery to the scene.

4.94 out of 5 average rating, 297 reviews

#1 Cozy cottage minutes from the beach!

3 night Min. 6/1 to Labor Day. This charming one bedroom cottage is beautifully decorated with a blend of vintage pieces and modern decor, creating a cozy and stylish atmosphere. It features a fully stocked kitchen, complete with pots and pans, perfect for cooking when you choose to stay in. The cottage also includes a private patio with a gas grill and outdoor seating for your enjoyment. Just a short 7-minute walk to the beach and pier. And yes, pets are welcome at no extra charge.

4.97 out of 5 average rating, 151 reviews

A serene lakeside view showcases calm waters reflecting the vibrant sky and surrounding trees. Wispy clouds stretch across the blue expanse, while shades of green from the forest create a peaceful atmosphere. The landscape is framed by rocks at the water's edge.

Cottage in Middleton

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.

4.98 out of 5 average rating, 142 reviews

Two wooden chairs are positioned across from each other on a grassy area, facing a small fire pit. Lush greenery surrounds the space, while trees are visible in the background under a clear blue sky.

Cottage in Buxton

Peaceful Cottage on Maine Flower Farm

Overlooking vibrant flower fields at Ferris Farm, this charming cottage offers a peaceful retreat to relax and reconnect with nature. Wake up to scenic views, sip coffee on the deck, and explore the farm before spending the afternoon kayaking the Saco River. Use the cottage as a home base to visit Old Orchard and Saco beaches or experience Portland’s craft breweries, coffee shops, and incredible dining. Ideal for a solo retreat, romantic escape, or remote work getaway.

4.99 out of 5 average rating, 102 reviews

Two Adirondack chairs are positioned on a wooden dock, overlooking a tranquil lake. The water reflects warm hues of orange and pink as the sun sets behind distant hills, creating a serene atmosphere. Soft grass borders the edge of the dock.

Cottage in Alton

Lake view cottage #2 in Alton Bay on Winnipesaukee

Cottage #174 is one of our 3 cottages. This cozy STUDIO cottage (225 SF ) has a queen size bed/den area , fully equipped kitchen and Full Bath. AC, Wi-Fi , TV with ROKU included. Cottage has its own outside space overlooking the lake with table and chairs making it the perfect setting to relax and enjoy the beautiful lake views. The entire area is fenced in. See other listings Lake view cottage #1 &3 in Alton Bay on Winnipesaukee SEE INFO BELOW ABOUT EXTRA BOAT SLIP