Apartment holiday rentals in Kittery

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Top-rated apartment rentals in Kittery

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Top guest favourite
The exterior of a private entrance features a charming blue door framed by natural wood shingles. Flowering plants and greenery line the pathway, enhancing the inviting atmosphere. A trellis with climbing vines is visible beside the door, contributing to the tranquil setting.
Flat in Kennebunk
4.99 out of 5 average rating, 173 reviews

Birch Sea

This new, very private apartment attached to our home is in a quiet and picturesque environment minutes away from Dock Square. It's great for couples, solo adventurers and families with one child. If you are seeking to spend the day at one of the beautiful Kennebunk beaches they are just minutes away. We are committed to environmental sustainability and the apartment is powered by solar energy. A new outdoor hot tub was recently installed in February, 2024! We look forward to your visit!

Guest favourite
An open-concept living space features brick walls and wooden beams. A cozy gray sofa with decorative pillows faces a glass coffee table. The kitchen, equipped with stainless steel appliances, includes a breakfast bar with three stools, enhancing the functional design of the area.
Flat in Portsmouth
4.97 out of 5 average rating, 136 reviews

Tugboat Vista | 2 Bedroom | Downtown Portsmouth

Overlooking the beautiful Tugboats of Downtown Portsmouth, this brick laden 2 bed, 1 bath unit is quintessential downtown city living. Featuring a fully loaded kitchen, plush king bed, queen bedroom with river views, and a queen sleeper sofa, this unit is in the heart of it all. The dining, shopping, and walkable venue access makes this location sought after by locals and travelers alike! Make this your home base for the night or the month and enjoy all of what Portsmouth offers all year round.

Top guest favourite
A cozy bedroom features a spacious bed with a gray quilt and white pillows, flanked by two bedside lamps providing soft lighting. A ceiling fan is positioned above, adding to the comfort. An entrance to a living area is visible in the background.
Flat in Kittery
4.95 out of 5 average rating, 119 reviews

New, private, clean and comfy 1 bedroom apartment!

Welcome to our new 1 bedroom, 1 bath apartment in a beautiful, tranquil setting. We are minutes away from the Kittery Outlets, Seapoint Beach, Fort Foster, Fort McClary, Pepperell Cove, Portsmouth, York beaches and Ogunquit Beach. When you arrive, you will feel at peace in our truly tranquil oasis, surrounded by nature. We abutt 87 acres of conservation land. Turkeys, deer and birds visit us daily! We are secluded, yet close to everything. Welcome to our little slice of paradise!

Guest favourite
A well-appointed sleeping area is highlighted by a queen bed featuring a neutral-colored patterned blanket. A woven basket of towels rests at the foot of the bed. Simple decor elements include bedside lights and a potted plant, contributing to a calm atmosphere.
Flat in Portsmouth
4.81 out of 5 average rating, 700 reviews

Unit 3 Studio - Historical Building Market Square

Under new ownership and recently updated, spacious studio located in the heart of downtown Portsmouth in one of the original historic buildings. With great natural light on 4th floor, we are a walk to everything Portsmouth has to offer. Kitchen includes all customary amenities plus Keurig coffee maker with k-cups. Enjoy your coffee or morning treat at the kitchen bar. NOTE: AC units during summer months (June - September); this unit is located on the third floor, few flights of stairs

Top guest favourite
An aerial view captures the waterfront of Portsmouth, featuring several tugboats docked along the river. Historical buildings line the shore, showcasing brick facades and a bustling atmosphere. A vibrant marketplace is visible along the waterfront, with boats gently bobbing in the water.
Flat in Portsmouth
4.98 out of 5 average rating, 316 reviews

The Tugboat - KingBed, Waterfront! Parking!

Location Location! Welcome to the Tugboat! A Tastefully decorated 1 Bedroom w/King Bd located on the Historic Waterfront of Portsmouth. All the shops, restaurants, rich history, festivities, and nightlife are right here a few steps away! Enjoy the sunsets over the river while sipping a glass of wine on the front steps before going out. Open the Dutch Door to watch the Tugboats and get all the smells from the restaurants surrounding you. It will be hard not to eat out every night.

Top guest favourite
A modern kitchen features sleek cabinetry and open shelving displaying colorful dishware. Stainless steel appliances, including a stove and refrigerator, are complemented by a patterned backsplash. Natural light fills the space, highlighting the wooden flooring and creating an inviting atmosphere for meal preparation.
Flat in Dover
4.98 out of 5 average rating, 318 reviews

Cozy Loft in the Woods

Our home is tucked away off of Washington Street and feels secluded though we are walking distance to downtown Dover. Our home was built as a warehouse 100 years ago and was converted to a residence in 2009. The apartment has a separate entrance from the rest of the house and has a private deck. The space is light and airy, both rustic and contemporary, with old floors and exposed rafters. We are a short walk to restaurants and bars, and the train to Boston or Portland, Maine.

Top guest favourite
A modern living area features a light-colored sectional sofa adorned with green accent pillows. A sleek coffee table with a reflective surface is centered on the wood flooring. Natural light filters through a nearby window, illuminating the space and a botanical print hangs on the wall.
Flat in Kittery
4.97 out of 5 average rating, 260 reviews

Fresh Modern Garden Level Kittery Studio

This stylish garden level modern apartment is well located in Kittery and provides local recommendations from the hosts that live in the upper unit. The kitchen is fully stocked with all your cooking and coffee needs, and includes an under-counter fridge, under-counter freezer, and microwave. The house is less than a mile to downtown Kittery and the shipyard gates, and less than two miles to Portsmouth. (All very walkable with sidewalks) Kittery STR License Number: ABNB-25-43

Guest favourite
A charming farmhouse apartment is visible, featuring white siding and multiple windows. A blue front door is situated near a mailbox on a well-maintained lawn with green grass and small shrubs. The surrounding area includes trees, offering a natural ambiance.
Flat in Kennebunk
4.8 out of 5 average rating, 160 reviews

Kennebunk Landing: The way life should be!

Charming farmhouse apartment in the heart of historic Kennebunk Landing. This private space centrally located with an easy 2 miles to Dock Square- KPT, local beaches and Main St. Bring your kayak, canoe or paddle board and put them into the Kennebunk River 100 yards behind the house. You can paddle all the way to the ocean. Easy drive to Old Orchard Beach (FUN!) or Portland (YUM!) or stay local for great lobster, amazing ice cream, beaches, shops, hiking and much more!

Top guest favourite
An open concept living area showcases a cozy seating arrangement with a sofa and chairs, accompanied by a wooden coffee table. Natural light filters through the large window, illuminating a rustic cabinet and an accent ladder, while a woven rug adds texture to the floor.
Flat in Portsmouth
4.96 out of 5 average rating, 172 reviews

Charming, private, 2 bdrm apt, short walk to town

Charming, newly updated 2 bdrm duplex, short 10-15min lovely/neighborhood walk to historic downtown Portsmouth. All the charm that Portsmouth has to offer is incorporated in this adorable well equipped and wonderfully designed 2 bedroom, 1 bath open concept living/kitchen/dining duplex. It is clean, fresh and tastefully seaside inspired. The unit has its own private 2-car, off-street parking and simple key pad entry for your privacy and convenience.

Top guest favourite
A cozy living space features light blue walls and a sloped ceiling. A gray sofa is centered on a neutral area rug, with a wooden coffee table in front. Natural light floods in from a window above, providing a bright ambiance complemented by a floor lamp.
Flat in York
4.97 out of 5 average rating, 186 reviews

Cute 1-Bedroom apartment in the woods by the sea

This 1- bedroom apartment is a half mile walk to Cape Neddick Beach, yet tucked away in the privacy of the woods. When the surf is up you can hear the waves crashing on the nearby rocky cove and the clang of the ocean bell buoy. Also conveniently located within 3 miles of York Beach, Ogunquit, Cape Neddick Golf Course, and the Cliff House Resort. Cape Neddick has it all: coastal cliffs, a sandy beach, a scenic river, hiking trails, and fine dining.

Top guest favourite
A cozy living space features exposed wooden beams and wide pine flooring. A comfortable sofa is placed beside a coffee table, while a television is mounted above a brick fireplace. Natural light fills the room through multiple windows, enhancing the inviting ambiance.
Flat in York
4.98 out of 5 average rating, 339 reviews

History Steps from the Beach

If you’re looking for more space and amenities than staying in a hotel room, but still want the cleanliness and professionalism you’d expect from one, then you may enjoy staying here. Our spacious 3 room, 1,200 square foot historic (c. 1670) one bedroom apartment for two guests has exposed beams, wide pine floors, full bath, kitchenette, and is just a short walk to Long Sands Beach or a short drive to York Beach, York Harbor, or York Village.

Top guest favourite
The main entrance features a large, ornate door with intricate glass designs that allow natural light to brighten the foyer. An American flag is displayed beside the door, and a small planter with white flowers sits at the base of the steps.
Flat in Salem
4.97 out of 5 average rating, 130 reviews

The 1870 Langmaid House Suite

Welcome to the ”1870 Langmaid House”! We welcome you to consider this well-appointed suite within a stunning Victorian on historic Lafayette Street. Our guests love the central location. It's a short (1.2 mile) trip to down town Salem's restaurants and bars, yet far enough away to be quiet and peaceful...the perfect combination. The City of Salem offers a sponsored transport service, "Skipper" for trips inside the city limits for $2.

Popular amenities for Kittery apartment rentals

When is the best time to visit Kittery?

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Avg. price$200 SGD$181 SGD$193 SGD$195 SGD$232 SGD$255 SGD$323 SGD$319 SGD$260 SGD$255 SGD$222 SGD$227 SGD
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Quick stats about flat rentals in Kittery

  • Total holiday rentals

    Explore 90 holiday rentals in Kittery

  • Nightly prices starting at

    Kittery holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 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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