Holiday rentals in Kittery

Guest suite in Kittery Point

4.97 out of 5 average rating, 145 reviews

Seacoast Suite

Welcome to our traditional Maine Gambrel where you will have a private entrance, bedroom, bathroom and sitting area. The 250 sq ft suite has a queen bed, tv, cable, Wi-Fi, hot drinks, fridge, microwave, and private space. We are located just over an hour from Boston MA or Portland ME. Just 5 min to Kittery shopping outlets, half mile to a boat launch and 5-15 min drive to a number of Maine beaches. We are located in a quiet residential neighborhood. There's a cat that lives in private portion of home.

4.99 out of 5 average rating, 148 reviews

Cottage in Eliot

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.

4.95 out of 5 average rating, 157 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...

4.97 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.

4.99 out of 5 average rating, 214 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-24-67

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!

4.93 out of 5 average rating, 222 reviews

Cottage in Kittery

Porch, Grill, Walk to Portsmouth

Our Coastal Cottage is 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 TV's in every room.

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!

4.98 out of 5 average rating, 231 reviews

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

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

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Flats

Convenient locations with everyday essentials

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Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

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, 40 reviews

Home in Kittery

Fantastic Kittery Home with Pool

BarbaraRating, 5 stars5 months ago

The house was perfect for my family and I- plenty of open space for the kids to play and a great yard- even in December with cold weather the kids loved the play gym outside!! The location was amazing with lots of things to do within a few minutes and the food scene was great. Thanks to Ned for a spotless home and great amenities!! We can’t wait to come back in the summer to use the pool!!

5 out of 5 average rating, 76 reviews

Flat in Portsmouth

Tugboat Vista | 2 Bedroom | Downtown Portsmouth

PamelaRating, 5 stars2 weeks ago

We loved our stay in Portsmouth! The apartment was in the perfect location - walkable to everything & with a beautiful water view. It was clean, tastefully decorated, well stocked and had some unique charm. Alex was a clear communicator and easily reachable before & during our stay. Would definitely recommend!

4.88 out of 5 average rating, 51 reviews

Flat in Greenland

The Silver Fox Den

MadelineRating, 5 stars3 days ago

Nice stay for a local wedding. Clean and comfortable bed. Glad we had hosts detailed info for the parking area.

4.99 out of 5 average rating, 99 reviews

Flat in Portsmouth

Enjoy downtown Portsmouth!

AndrewRating, 5 stars2 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

4.98 out of 5 average rating, 43 reviews

Cottage in Kittery

Waterfront Cottage on Chauncey Creek

alisonRating, 5 stars2 weeks ago

This Airbnb is an absolute hidden gem! It is a peaceful spot surrounded by nature in an convenient location. Inside, it's cozy and feels just like home. It’s very clean, the bed is extremely comfortable, and it’s very quiet. The spacious outdoor area is a dream, offering so many spots to sit with loved ones right by the water, from the fire pit to the dock and deck. The photos don't even begin to capture its beauty. We made lifelong memories in the backyard. The surrounding towns are packed with natural beauty and history, there is so much to do and so many lobster rolls to be eaten (I probably gained a few pounds exploring all the delicious food in Portsmouth). Andrew was an incredibly responsive and helpful host, full of good recs and making the whole experience seamless. The check out process was especially easy compared to some of my recent Airbnb’s, it was really nice being able to check out of an without having to do a laundry list of chores first 😅

4.99 out of 5 average rating, 73 reviews

Guest suite in Kittery

Harborside Garden Retreat for Two, Kittery Maine

YuliaRating, 5 stars2 days 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, 43 reviews

The Tree Haus in York Heights

JessicaRating, 5 stars3 days ago

Meredith’s place was exactly as described! It was charming, clean, and comfortable. The location is excellent, the heating/air conditioning worked like a charm, and everything was incredibly clean. We would recommend to anyone that is visiting York!