Holiday rentals in Kittery

4.95 out of 5 average rating, 158 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...

4.89 out of 5 average rating, 255 reviews

Home in Portsmouth

Charming Riverfront Cottage in Portsmouth-SouthEnd

This super comfortable, newly renovated (Nov 2022) and charming little cottage on the river couldn't be more convenient to all that the city and surrounding area has to offer. Enjoy true walking access yet be in a quiet 18th century neighorhood. Across the street from the historic Portsmouth waterfront and around the corner from Pierce Island, Prescott Park, Strawbery Banke and Point of Graves, 112 Mechanic is an incredibly charming home. No pets please. Street park with ease.

4.97 out of 5 average rating, 275 reviews

Guest suite in Kittery

Coastal home on the water

A nautical look and feel is what this coastal home away from home offers. A detached from the main house in-law apartment is the perfect get away. Located directly on the water, on an estuary called Spinney Creek, part of the Piscataqua River. Bring your kayak, fishing rod, or sit back enjoy a cold beverage and watch the sunsets by the fire pit. Best water views ever. It is 1.5 miles to downtown Portsmouth, NH and less then 1 mile to the beautiful rejuvenated downtown Kittery.

Guest suite in Kittery Point

4.95 out of 5 average rating, 294 reviews

Coastal Maine & 10 Min to Portsmouth+ Hot Tub Too!

Just 10-minutes from charming Portsmouth! Enjoy the crystal-clean hot tub on your private patio. Feet-up pampering and special gifts throughout this adorable Maine coastal getaway. Drive into Portsmouth, or stay-in and pamper yourselves. Walk to the Kittery Point town wharf, historical sites, the Bistro and Wharf Restaurant, and catch views of the lighthouse and spectacular sunsets. 5-minute drive to a beach or world-class restaurants, 10-min to the famous Kittery Outlets.

5 out of 5 average rating, 133 reviews

Home in Kittery Point

A water view slice of heaven at Pepperrell Cove

Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!

4.94 out of 5 average rating, 140 reviews

Gorgeous Waterfront Home with Dock and Beach

Looking for a wonderful location to enjoy a week this summer in Maine? We have a beautiful location right on the water for you and your family to enjoy. HAVE A BOAT and want to bring it with you? We have a deep water dock. Ask us about details and cost. House is on a dead end road. Come & enjoy the Maine coast! We are located 2 miles from Portsmouth, and there are numerous activities to do in this area. Golfing, Boating, Swimming, Outlet shopping and of course the Beach!

4.98 out of 5 average rating, 293 reviews

Family Friendly 2BR 1 BA Coastal Kittery Home

Welcome to our cozy family guest home in beautiful Kittery, just 2 miles from downtown Portsmouth. Nearby are beaches, great restaurants, historic sites, boutique shopping, shopping outlets and Portsmouth Naval Shipyard. This home has 2 bedrooms, 1 bathroom, a fenced in yard for up to 4 adults with their children. This house is set up nicely for families of all ages. Dogs welcomed with permission from the owner. STR License # ABNB-22-50

4.97 out of 5 average rating, 219 reviews

Guest suite in Eliot

The Rafters

The Rafters is a finished studio space above our late 1800s barn. It has beautiful light and feels like a getaway as soon as you open the door. With the proximity to Portsmouth, NH and local attractions in Maine, you can escape to the Rafters, but with the ease of being so close to everything. Our neighborhood is beautiful and you can walk down to many spots that overlook the Piscataqua River. Or Uber home from a fun night in Portsmouth!

4.96 out of 5 average rating, 150 reviews

Flat in Rye

Rye Studio with 4 min walk to Wallis Sands Beach .

We offer a one bath cozy studio-efficiency apartment equipped with a kitchenette. It is only a 4-5 minute walk or a quicker bike ride to beautiful Wallis Sands State Beach. After you enjoy a day at the beach, come back and relax with a cold drink on your circular patio and gaze out over a sea of ferns in the state forest at the rear of our property. You can cook out on your grill or take a short drive to downtown Portsmouth.

4.98 out of 5 average rating, 231 reviews

Flat in Kittery

Goose Point Getaway (a boutique AirBnB experience)

Our Goose Point Getaway is a one bedroom apartment located in the lower level of our home. Completely private with its own entrance and no shared space with the owners. You can see a peek of Spruce Creek (a tidal inlet) from the bedroom window and deck. The space has been designed to offer a relaxed, comfortable get away experience. Our home is located in a quiet neighborhood which loops around Spruce Creek.

4.97 out of 5 average rating, 139 reviews

Cabin in Kennebunk

HotTub/5min to K-port, Pet friendly, @anchorunwind

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."

4.94 out of 5 average rating, 119 reviews

Flat in Kittery

Small newly renovated 2 bedroom apartment

Newly refurbished 700 sq ft apartment with 2 bedroom, 1 bath, and open concept kitchen/living room in a residential neighborhood. 5-10 walk to brewery and restaurant. 20 min walk to downtown Kittery. 5-10 minute drive to downtown Portsmouth, NH. Easy walk to Portsmouth Naval Shipyard. 20 minutes to beaches.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Kittery holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Kittery

4.95 out of 5 average rating, 41 reviews

Fantastic Kittery Home with Pool

NancyRating, 5 stars2 days ago

This was our second time staying at Ned‘s place. Just as Beautiful as it was several years ago. He keeps the property very well maintained and takes pride in making sure we are comfortable and have everything we need for a pleasant stay. Felt right at home!!

5 out of 5 average rating, 32 reviews

Flat in Portsmouth

The Penthouse on Penhallow

MadisonRating, 5 stars2 weeks ago

Beautiful space in downtown. Easy to walk all over Portsmouth. Parking was paid but easy to navigate. Would stay there again! Very responsive team as well!

4.99 out of 5 average rating, 99 reviews

Flat in Portsmouth

Enjoy downtown Portsmouth!

AndrewRating, 5 stars3 weeks ago

Suz’s studio was perfect for a weekend in Portsmouth. We found a free parking spot close by and didn’t need to use the car until we left. Everything in town is close by, and the studio had everything we needed

5 out of 5 average rating, 8 reviews

Flat in Wells

Everything's "Well Ashore"- 1 mile to Wells Beach!

BryanRating, 5 stars3 weeks ago

We loved this place! It was incredibly clean, tastefully decorated and very comfortable. Perfect for a couple’s getaway. Conveniently located to Ogunquit, Kennebunk and Wells by car. The bed was very comfy. Everything you need for a great stay. We definitely will go back!

4.99 out of 5 average rating, 73 reviews

Guest suite in Kittery

Harborside Garden Retreat for Two, Kittery Maine

YuliaRating, 5 stars1 week ago

Celina and Cameron are very friendly and hospitable. Their place is conveniently located in close proximity to attractions and restaurants. Easy walk to downtown Portsmouth over a picturesque bridge. The guest suite is very private with direct access to a beautiful and well-maintained garden and a river view. Celina provided a lot of useful local recommendations. We had a great time and would love to stay there again if we return to the area.

Guest house in York Harbor

4.98 out of 5 average rating, 45 reviews

The Tree Haus in York Heights

CigdemRating, 5 stars3 days ago

Very clean home with beautiful and thoughtful design. The cottage is in a quiet and peaceful neighborhood--definitely what I was looking for. It also offers a great location--close to everything, including beaches. Meredith is very friendly and came over immediately when I needed help with something. My dog and I would love to meet Luna next time. She seems so chill! Thank you for a wonderful stay!

4.96 out of 5 average rating, 92 reviews

Newly renovated cottage

CristinaRating, 5 stars1 week ago

Camille’s place was a home away from home. Very centrally located to shopping, dining and sightseeing with quick access to several beaches. Beautifully renovated with nice touches like extra pillows on beds and fluffy towels in the bathroom. Perfect for a couple or a small family; with a nice outdoor area for a fire, grilling or just relaxing. We enjoyed the proximity to all of the spots we wanted to see and the bright and airy feel of the space overall. Definitely looking forward to returning.☀️