Condo vacation rentals in Kittery

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Top-rated condo rentals in Kittery

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Top guest favorite
The living area features a comfortable gray sofa adorned with blue accent pillows, flanked by two modern chairs. A glass coffee table sits atop a patterned rug, complemented by a small plant. Light enters through two windows with natural bamboo shades.
Condo in Portsmouth
4.95 out of 5 average rating, 805 reviews

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.

Top guest favorite
A spacious living area is highlighted by framed windows that provide ample natural light and offer views of the sky. A modern couch and an antique roll-top desk are present, accompanied by a cozy armchair. A decorative star design in the area rug adds a unique touch.
Condo in Peabody
4.94 out of 5 average rating, 108 reviews

Peabody Penthouse Top of the World Sunset View

Enjoy sunrise/sunset panoramic view from the new 6th floor Penthouse Sanctuary, the highest point in Peabody! This thoughtfully decorated spacious Penthouse open floor plan is a place to retreat, recharge, write, envision, and to enjoy the best of life. A walk away from the NS Mall/Borders Books where the Logan Express arrives. Also a mile away are the running trails, lovely ponds and apple picking at the city run Brooksby farm and six miles away from historic Salem. You will love it here!

Top guest favorite
Condo in Hampton Beach
4.98 out of 5 average rating, 322 reviews

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.

Top guest favorite
The kitchen features modern stainless steel appliances, including a range and microwave. Granite countertops provide ample workspace, along with white cabinets for storage. A coffee maker and various utensils are neatly arranged, contributing to a functional and well-equipped cooking area.
Condo in Downtown Portland
4.88 out of 5 average rating, 482 reviews

Renovated Exchange St. Loft w/Free Parking

This renovated loft-style condo is right in the heart of the Old Port. Located on Portland's bustling Exchange Street, the loft is central to everything the Peninsula has to offer. Elevator access will take you from the apartment to the secure lobby. From there, shops, restaurants, night life and the working waterfront are just steps outside the door. Free off street parking is available for one car a few blocks away or a convenient pay-to-park garage is located next to the building.

Guest favorite
A sandy pathway leads to the beach, flanked by tall grass and a low fence. A wooden bench provides a resting spot along the way. The ocean stretches into the distance under a clear blue sky, inviting relaxation and exploration.
Condo in Seabrook Beach
4.8 out of 5 average rating, 189 reviews

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.

Top guest favorite
A spacious game room features a stylish hanging chair and a classic arcade machine in the background. Natural light illuminates the wood-paneled ceiling and bright walls, creating a welcoming space ideal for family fun or relaxation.
Condo in Gloucester
4.99 out of 5 average rating, 139 reviews

3BR Oceanfront Condo with decks

Have fun with the whole family at our stylish oceanfront condo. Capture exquisite sunrises and sunsets off of the decks overlooking the ocean. Spend time in the spacious arcade/game room with family and friends or listen to some smooth beats using our retro record player. Walk to downtown Gloucester where you will find a number of restaurants and bars or alternatively walk to exquisite beaches or parks all available steps from your front door.

Top guest favorite
The living area features a mix of comfortable seating, including a floral-patterned sofa and a plaid armchair. A round coffee table sits atop a light blue area rug, and large windows allow natural light to fill the space, enhancing the cozy ambiance.
Condo in Marblehead
4.99 out of 5 average rating, 247 reviews

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

Top guest favorite
A cozy living space features a queen bed with an orange throw blanket, complemented by natural light filtering through double windows. A mounted TV is positioned above a brick fireplace, while a comfortable sofa and a coffee table enhance the inviting layout.
Condo in Salem
4.97 out of 5 average rating, 180 reviews

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.

Guest favorite
A living area features a sleek black chair and a wooden folding table positioned in front of a wall-mounted television. Light-colored walls are complemented by decorative wall art. A doorway leads towards the kitchen area, providing access to additional amenities.
Condo in York County
4.9 out of 5 average rating, 230 reviews

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.

Guest favorite
A modern living area features a cozy blue couch with decorative pillows, a light wood coffee table, and a flat-screen TV. The kitchen is visible in the background, showcasing stainless steel appliances and a breakfast bar with seating for three.
Condo in Hampton Beach
4.86 out of 5 average rating, 153 reviews

Hampton Beach Hideaway | 1 Block to Beach |Parking

Hampton Beach Hideaway is a recently updated one-bedroom condo located one block from the beach and boardwalk, this furnished unit features a king bedroom, dedicated work-from-home space, fast WiFi, in-unit laundry, garage parking, and a quiet residential setting. Ideal for professionals, remote workers, a couples vacation, or winter residents seeking a comfortable coastal home base.

Top guest favorite
The living area features exposed brick walls and wooden beams, giving it a historic charm. A neutral-colored sofa is positioned beside a small wooden coffee table. A round dining table with black chairs is visible, providing a cozy space for meals.
Condo in Portsmouth
4.99 out of 5 average rating, 111 reviews

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.

Top guest favorite
The kitchen features modern cabinetry with a light grey finish and granite countertops. Stainless steel appliances include a refrigerator, dishwasher, oven, and microwave. A window allows natural light to illuminate the space, and oak flooring runs throughout, providing a warm atmosphere.
Condo in Wells
4.87 out of 5 average rating, 216 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

2-bedroom condo at Compass Pointe Club, located on the Wells/Ogunquit town-line. Only one mile to Footbridge Beach and a quick 3-minute drive to downtown Ogunquit. Short drive to the supermarket and to great restaurants. Beautiful views of the Ogunquit River basin, with the Atlantic ocean peaking out beyond. The location cannot be beat.

Popular amenities for Kittery condo rentals

When is the best time to visit Kittery?

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Avg. priceﺩ.ﺇ742ﺩ.ﺇ727ﺩ.ﺇ735ﺩ.ﺇ1,010ﺩ.ﺇ1,091ﺩ.ﺇ1,179ﺩ.ﺇ1,179ﺩ.ﺇ1,245ﺩ.ﺇ1,138ﺩ.ﺇ1,050ﺩ.ﺇ918ﺩ.ﺇ826
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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 ﺩ.ﺇ441 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 & kid-friendly amenities

  • Wi-Fi availability

    20 of Kittery vacation rentals include wi-fi 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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