
Cottage holiday rentals in Kittery
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Top-rated cottage rentals in Kittery
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Lakefront cottage for a fun, relaxing getaway.
Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

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.

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.

Cottage on the lake! Includes kayaks & rowboat!
Super cozy, beautiful cottage right on the lake & dirt roads. Yard: sitting areas, propane fire pit, 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

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

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!

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.

Sunrise at 15 Mills Road. Fully renovated Cottage.
In the beautiful and quaint village of Cape Porpoise, Kennebunkport, you’ll find our cottage, just two doors down from Nunans Lobster Hut and a 3-minute walk to Cape Porpoise Kitchen and Bradbury’s Market. Built in 1880, and after a complete renovation, we’d love to have you as our guests! We added many windows, to bring the outdoors in. Lots of light! The two added balconies make for a wonderful place to sit and talk or just stare into space. Lots of stars! Air conditioning!

The 1907 on Nudd: Sleeps 8 | Front Porch | Parking
Welcome to your relaxing vacation spot steps from the beach! This classic cottage, located on a dead end street within a one-minute walk to the north bath house and attractions, has everything you'll need to enjoy the area. With four bedrooms and a large porch to enjoy the weather, a yard for grilling, and ample parking it's the perfect spot for a family or group of friends. The interior is stunning with exposed beams, open concept living, and a large kitchen for entertaining.

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!

☀ 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!

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 cottage rentals in Kittery
Cottage rentals with a hot tub

Make this family-friendly cottage your summer spot

Freshly Renovated, Family-Friendly Coastal Cottage

Beach Dreaming

Cottage in the Pines | Lakeside + Sauna + Hot Tub

Gunstock, skiing, hot tub, lake access & fire pit

Paradise Found Minutes from Ogunquit | Heated Pool

The Loon Nest, Waterfront Lake House, Wood Hot Tub

Contemporary Cottage With Ocean View 13
Pet-friendly cottage rentals

Bright & Cozy Beachside Cottage in Camp Ellis

Bright, clean, private cottage near Higgins Beach!

Retreat in the Trees- walk to Cape Hedge Beach

Lovely cottage on Sunrise Lake, Middleton, NH.

White Pine Cottage – Cozy 3BR w/ Fireplace

Lakefront Nature Getaway - Wood fired Cedar Sauna

Cozy, Pet-Friendly Escape Near Lake & Mountains

Plum Place- Dog Friendly Cottage Steps from Beach!
Private cottage rentals

Great for families, steps to beach, summer weekly

Cottage at Footbridge Beach Ogunquit

Clean + modern cottage in historic coastal Maine

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

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

The Salt Box | Water Views & Cozy Fire Pit

Covered Bridge Cottage - Maine woods and river

Stunning Views, Renovated Beach Cottage~Maine
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 $141 SGD per night before taxes and fees

Verified guest reviews
Over 1,670 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!
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- Rentals with a hot tub Kittery
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Long Sands Beach
- Scarborough Beach
- Canobie Lake Park
- Crane Beach
- York Harbor Beach
- North Hampton Beach
- Willard Beach
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- Cape Neddick Beach
- Gunstock Mountain Resort
- Gooch's Beach
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- Salem Willows Park
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- Bear Brook State Park
- Crescent Beach State Park
- Footbridge Beach
- Palace Playland
- Snhu Arena
- Singing Beach




