
Condo vacation rentals in Kittery
Find and book unique condos on Airbnb
Top-rated condo rentals in Kittery
Guests agree: these condos are highly rated for location, cleanliness, and more.

Downtown City Gem Groups A+ Locale Privacy Parking
AMAZING LOCATION This downtown gem has 2 floors (1200sf) of living space, steps away from restaurants, theater, jazz club, bars, music hall, shopping + waterfront concerts. Luxe linens + modern décor. Full kitchen, 3 bedrooms, 1.25 baths, central air + hardwood floors. Private yard + 2 FREE parking spots. MUST be 24+ to reserve. Parents+kids < 24 is permitted. No 3rd party bookings. If you book, you must be staying. NO PETS. MOBILITY issues?? PLEASE take note of STEEP+NARROW staircase. Sleeps 8.

Cozy up in our oceanfront 2BR condo Hampton Beach
Welcome to our waterfront condo—a cozy retreat for the off-season at Hampton Beach. Enjoy peaceful ocean views and quiet charm, just steps from the shoreline. Whether you're planning a romantic escape or a relaxing family stay, our warm and inviting space offers comfort and convenience. Take in the crisp sea air from the balcony, explore local shops and restaurants, and enjoy the slower pace of coastal life. Be sure to check the space and parking details to make sure it meets your needs!

Seacoast Getaway
Seacoast, NH’s popularity is well-earned, with museums, the finest restaurants, spas and shopping that blend perfectly with the Seacoast landscape. From our beautiful beaches and coastline combined with plentiful outdoor recreation, including fishing and whale watching, kite flying and more with Portsmouth, Rye, Exeter and Kittery Maine, all a short ride our beachfront condo has something for all. After a day of outdoor activity and exploring, come retire and rest in our place with a view.

The Raven!
Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Unbeatable condo/host in the heart of Portsmouth
DM for availability. This hidden gem in the heart of Market Square is literally just a few steps away from everything Portsmouth has to offer. This spacious, top floor walk-up, 2 bedroom condo has direct views of North Church. It features a full, newly updated kitchen and appliances, Brentwood hypoallergenic mattresses. Generously supplied with extras. 14’ ceilings with exposed beams. Modern decor, super cozy, super clean, and quiet. This space is limited to NO more than 4 adults.

Welcome to the Beach Escape! Seabrook, NH
Come stay in the BEACH ESCAPE! Walk 1,000 feet to Seabrook Beach in New Hampshire. After a day at the beach, come back to relax on the balcony overlooking the marsh, watch the sunsets and fireworks. The condo sleeps up to 3-4 people with a full sized bed and full sleeper sofa, TV, WiFi, kitchenette, central AC, and 2 chairs. Walk to amazing restaurants steps away. Our goal is for you to have an amazing time on the New Hampshire Seacoast! We have a check in time of 2PM.

Comfy condo with loft by the beach!
Comfy condo with lofted bed across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area, efficient kitchen area with fridge and convection microwave for preparing snacks and small meals. Wifi and TV equipped with a streaming device. Perfect for one or two people comfortable sharing an intimate space after returning from a day exploring our local trails, beaches, and restaurants.

Harbor View Suite
Harbor View Suite is a beautifully decorated two story Unit within a newly renovated Victorian house on the harbor located in Historic Old Town Marblehead, Massachusetts. This accommodation offers a rooftop terrace with panoramic views of the Harbor. Views of the harbor also from the kitchen deck. Perfect for families & friends. One dog allowed no cats please PLEASE note - parking on site is very tight small cars compact SUVs only

The Green Suite, Private Parking Included
Welcome to The Green Suite, a private condo within a historic home. The whole group will enjoy easy access to everything from this centrally located place. Just under a half a mile to all tourist attractions in Downtown Salem, but far enough away to be peaceful at night. Also a half mile from the commuter rail and a 40 minute ride from the airport. This listing includes one parking spot in an on site privately owned parking lot.

Tranquil Haven - Minutes from Perkins Cove
Welcome to Tranquil Haven, your home away from home in the beach village of Ogunquit. I am hopeful that your time away will be relaxing, enjoyable, and an oasis away from the busyness of life This studio condo is minutes from Perkins Cove and the Marginal Way. It has been completely renovated with a relaxing feel and genuine coastal charm. Quiet and Peaceful with first floor conveniences and parking right outside the condo.

Boho Beach Condo for Ocean Escape
Enjoy a stylish experience at our centrally-located oceanfront condo. We are walkable to exquisite beaches and parks as well as downtown Gloucester where you will find a number of bars and restaurants to explore. If you feel like hanging in, share a meal/cocktail on the private deck. Perfect for a couples getaway or a group of friends looking to explore the North Shore without ever getting in your car.

Lovely 1-bdr condo in historic downtown Portsmouth
Awesome historic 1 bedroom condo in downtown Portsmouth close to everything. Sleeps up to 4 with bedroom, and queen sleeper sofa in living room. Newly renovated. Enjoy relaxing in this unique and charming space with exposed brick and beams. Full kitchen, eat in or go out! Shops and restaurants at your doorstep. Walking distance to everything downtown Portsmouth has to offer.
Popular amenities for Kittery condo rentals
Weekly condo rentals

Modern Farmhouse Condo in Salem

Whole Condo near downtown Salem, Ma

Bearskin Neck Rockport ★ Amazing Views ★ Parking

Oceanview Condo

Cozy condo by the beach!

Townhouse w Parking in Downtown Portsmouth

Rockport Oceanfront Apartment Heart of Downtown

Condo by Perkins Cove
Pet-friendly condo rentals

Family Home + Near Downtown + Cool Backyard!

#1A Harvard MIT Central location! in unit W/D

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN

Portland 1 Bedroom Condo in the Arts District.

Attractive 1 bedroom cabin only 50 ft from beach#1

Spacious, cozy home near Boston!

The Day-Burrill-Wadsworth-La Voix House

New Super Modern 2 bed in Waltham
Condo rentals with a pool

The Alpine Oasis

Cozy Condo in the Valley

Hampton Beach Bailey's Resort

Little Nubble Nook - Beach Condo

Million $ View of Lake Winni Flexible check in/out

Starfish Condo Wells Beach

Cozy, clean, 2nd floor condo in Conway, NH!

Cozy Family Retreat with Saco River Access
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $280 CAD | $274 CAD | $277 CAD | $381 CAD | $411 CAD | $445 CAD | $445 CAD | $470 CAD | $429 CAD | $396 CAD | $346 CAD | $312 CAD |
| 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 condo rentals in Kittery

Total vacation rentals
Explore 20 vacation rentals in Kittery

Nightly prices starting at
Kittery vacation rentals start at $166 CAD per night before taxes and fees

Verified guest reviews
Over 2,170 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Wifi availability
20 of Kittery vacation 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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