
Holiday rentals in Kittery
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Kittery
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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, Wi-Fi, hot drinks, mini fridge, microwave, and private space. We are located just over an hour from Boston or Portland, 5 min to Kittery shopping outlets, half mile to a boat launch & 5-15 min drive to a number of beaches. We are located in a quiet residential neighborhood. We ask for no animals since there's a cat that lives here too.

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.

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.

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

Sunny Coastal Days & Hot Tub Nights
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.

*Beachfront* Vintage Coastal Cottage - Relaxation
It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here: https://bit.ly/3vK5F0G We've outfitted it with an extra screen and a setup to get you up and running. Google home and Sonos systems bring this 100 year old beauty into this century.

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!

Charming retreat in Kittery
Welcome to our Airbnb. Less than 10 min drive to downtown Kittery and Portsmouth - easy access to the shops and restaurants in Market Square and the Kittery Foreside. Take a drive along the seacoast, explore Fort Foster, or sit back and relax on Long Sands beach. Enjoy the 43" 4K TV with all the apps. The kitchen is stocked with all the essentials including a Keurig machine & K-Cups. Plus, off-street parking, air conditioner, FAST WiFi, & a comfy bed!

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.

Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Charming Coastal Maine Cottage
Charming Coastal cottage on private way. Two bedrooms w 1 bath upstairs. Additional pullout futon in separate room downstairs. Sleeps up to 5. Surrounded by Rachel Carson National Wildlife Refuge, walk to Seapoint Beach, beautiful and peaceful. Large screened porch to relax in. Bird watchers paradise. Eclectic restaurants, galleries, museums, local food purveyors, breweries and more all 10-15 minutes away in Kittery/Portsmouth .
Popular amenities for Kittery holiday rentals
Other great holiday rentals in Kittery

The Maine Frame: Modern A-Frame Cabin | Freeport

Sunny, secluded studio loft apartment

The Nest-Cozy Retreat Near Ogunquit + Portsmouth

The Tree Haus in York Heights

Family Friendly 2BR 1 BA Coastal Kittery Home

The Barn on Broadway

1 Bedroom Apartment Close to the Beach

Romantic New England Historic Schoolhouse c1866
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $259 SGD | $257 SGD | $260 SGD | $273 SGD | $325 SGD | $372 SGD | $406 SGD | $425 SGD | $358 SGD | $325 SGD | $276 SGD | $267 SGD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about holiday rentals in Kittery

Total holiday rentals
Explore 450 holiday rentals in Kittery

Nightly prices starting at
Kittery holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 32,590 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
440 of Kittery holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Kittery rentals

4.9 Average rating
Kittery stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Mount Pocono Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Jersey City Holiday rentals
- Rentals with breakfast Kittery
- Rentals with a firepit Kittery
- Rentals with beach access Kittery
- Pet-friendly rentals Kittery
- Rentals with a hot tub Kittery
- Fitness-friendly rentals Kittery
- Apartment rentals Kittery
- House rentals Kittery
- Beachfront rentals Kittery
- Cottage rentals Kittery
- Rentals with a patio Kittery
- Flat rentals Kittery
- Waterfront rentals Kittery
- Rentals with outdoor seating Kittery
- Cabin rentals Kittery
- Rentals with pools Kittery
- Rentals with a washing machine and dryer Kittery
- Family-friendly rentals Kittery
- Rentals with a fireplace Kittery
- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Scarborough Beach
- Lynn Beach
- York Harbor Beach
- Long Sands Beach
- Good Harbor Beach
- Canobie Lake Park
- Crane Beach
- Jenness State Beach
- Rye North Beach
- North Hampton Beach
- Salem Willows Park
- East End Beach
- Dunegrass Golf Club
- Funtown Splashtown USA
- Salisbury Beach State Reservation
- Willard Beach
- Parsons Beach
- Short Sands Beach
- Wentworth by the Sea Country Club
- Ferry Beach