
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.

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

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.

*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

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!

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.

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.

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!

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.

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.

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.

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.

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
Weekly condo rentals

Oceanfront, private balcony, panoramic ocean views

Marina View, Walk to Niles Beach & Rocky Neck

Our Happy Place!

Nautical Mile Resort #234_ King Bed_Pool/Hot Tub

The Salem Porch House

Miramar - 3BR w/ 4 beds, sleeps 5

Portsmouth Skyline Views from Spacious 2-BR Unit

Stylish Hampton Beach Townhome, 1 Block to Sand
Pet-friendly condo rentals

Elegant condo on the water in downtown Wolfeboro!

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN

Portland 1 Bedroom Condo in the Arts District.

2 Bedroom Sleeps 6, Walk to Town Sq. Pet Friendly

Harbor Hideaway

Over 1000 Five Star Reviews! Walk to Dock Square !

New 2BR 2King beds Private Apt Downtown Brunswick

Rustic Willard Beach condo ten mins from Old Port!
Condo rentals with a pool

Cozy Coastal Condo in Wells - Hot Tub & Pool!

The Alpine Oasis

Stylish Designer Retreat on Langsford with Pool

Steps from Beach | Pool | Parking | Sleeps 6

Condo in Old Orchard Beach

Centrally located Ocean Towers condo in Ogunquit

Relaxing Beachside Condo with Pool at Wells Beach

Cozy, clean, 2nd floor condo in Conway, NH!
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$42,127 GYD | G$41,293 GYD | G$41,710 GYD | G$57,351 GYD | G$61,940 GYD | G$66,945 GYD | G$66,945 GYD | G$70,699 GYD | G$64,651 GYD | G$61,314 GYD | G$48,384 GYD | G$56,517 GYD |
| 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 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!
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