Condo vacation rentals in Kittery

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Top-rated condo rentals in Kittery

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
The kitchen features modern wooden cabinetry with glass-front doors, showcasing kitchen essentials. A stainless-steel refrigerator and microwave are visible, alongside a sleek stove and coffee maker. A wooden dining table with three chairs offers a cozy space for meals. Warm lighting enhances the inviting atmosphere.
Condo in Portsmouth
4.97 out of 5 average rating, 198 reviews

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 plus 2 children

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
4.94 out of 5 average rating, 797 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
An open living area showcases a warm ambiance with string lights overhead. A dining table is set for six, and a cozy seating arrangement includes a colorful armchair and a plush sofa. A wall-mounted TV is positioned beside vibrant artwork against the white walls.
Condo in Salem
4.97 out of 5 average rating, 270 reviews

*1710 Historic Downtown Salem|2BR Retreat|Parking

Welcome to The Archer House, a Top 1% property in Salem! 🏆 Your cozy winter retreat awaits here! This 2-bedroom apartment includes free parking for 2 cars and all the comforts you need for a warm, relaxing stay. Just steps from the Salem Witch Museum and downtown’s festive seasonal attractions, it’s the perfect winter escape for families and travelers alike! ❄️ 🧙🏻‍♀️ Salem Witch Museum - 3 min walk 🎃 Witch House - 10 min walk ✨ Downtown Salem - 1 Min walk 🕸 Hocus Pocus House - 5 min drive

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, 104 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
4.97 out of 5 average rating, 307 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.

Guest favorite
A comfortable living area features a sectional sofa arranged around a rustic coffee table. A floor lamp provides soft lighting, and decorative plants add a touch of greenery. Natural light enters through sheer curtains, illuminating an art piece on the wall.
Condo in Salem
4.88 out of 5 average rating, 153 reviews

Winter 3BR Escape | Historic + Modern Mix

Wisteria Vine Properties | Where comfort meets Salem’s magic. Discover this spacious and beautifully designed 3-bedroom, 2-bath condo—perfect for families and friend groups seeking a relaxing, memorable stay. Enjoy a fully equipped chef’s kitchen, hotel-quality beds, premium amenities, and a private outdoor space with BBQ. Just 7 min drive / 25 min walk to downtown Salem, the Witch Museum, and the House of the Seven Gables, and 8 min drive to the commuter rail for quick access to Boston.

Top guest favorite
A private deck overlooks Rockport Harbor, featuring two white Adirondack chairs with turquoise cushions. The calm water is dotted with boats, and the iconic Motif #1 is visible in the background, enhancing the coastal ambiance.
Condo in Rockport
4.99 out of 5 average rating, 210 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream/coffee, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport on Bearskin Neck. Enjoy beautiful ocean breezes with coffee or cocktails on the deck of this sweet beach retreat nestled on the N.E. coast. Come fall in love with charming Rockport!

Top guest favorite
A spacious living area features a modern gray sectional sofa with an accent pillow. Two windows provide natural light, framed by elegant window treatments. A flat-screen TV is mounted on the wall opposite a small coffee table set on a textured area rug, enhancing the inviting atmosphere.
Condo in Salem
4.98 out of 5 average rating, 299 reviews

Charter Street: Historic Charm, Modern Comfort

*Perfect location according to our reviews: Walk to all of Salem's, restaurants, attractions and walking areas* Park your car and walk to all of Salem's main attractions! The Gilbert Chadwick House on Charter Street is a renovated, centrally located apartment perfect for visiting all of Salem's sites and having a nice place to relax at the end of the day. Previously owned by the Peabody Essex Museum, this property was lovingly restored with a modern look.

Guest favorite
A cozy living area features wooden beams and paneling, with a comfortable sofa and an ottoman. Natural light enters through the windows, highlighting decorative shelves and a compact kitchen area. A small table and lamp add functionality to the space.
Condo in Scarborough
4.96 out of 5 average rating, 287 reviews

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.

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, 226 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.

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, 108 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.

Superhost
Condo in Hampton Beach
4.84 out of 5 average rating, 147 reviews

Surfers' Paradise| 2 BD| Heart of HB| Sleeps 6

Stay steps from everything Hampton Beach has to offer! This charming 2BR condo in Colonial Seaside Condominiums is just moments from the beach, boardwalk, arcades, Seashell Stage, Casino Ballroom, playgrounds, restaurants, bars, and all major attractions. A cozy, newly updated retreat with onsite parking—perfect for couples, families, or a fun beach getaway.

Popular amenities for Kittery condo rentals

When is the best time to visit Kittery?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,127 GYDG$41,293 GYDG$41,710 GYDG$57,351 GYDG$61,940 GYDG$66,945 GYDG$66,945 GYDG$70,699 GYDG$64,651 GYDG$61,314 GYDG$48,384 GYDG$56,517 GYD
Avg. temp-5°C-3°C1°C7°C13°C18°C21°C20°C16°C10°C4°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 G$2,086 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,080 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!

Destinations to explore

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  4. York County
  5. Kittery
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