
Condo holiday 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!

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.

First Floor Portland Condo 3 Bed 2 Bath + Parking
A cozy getaway nestled in the Portland's Deering neighborhood. Enjoy the retreat that this beautiful light-filled condo has to offer, whilst being less than three miles from the Old Port! The space is bright, and open--filled with luxurious touches and local Maine art. With three bedrooms and two full bathrooms, there is plenty of space for a large group to stay. Also, enjoy three free parking spots during your stay. We can't wait to have you! 3.5 miles to Airport 3 miles to bus station

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!

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.

Work From Home | Fast WiFi | In-Unit Laundry | MTR
Welcome to "Hampton Beach Hideaway". This unit was recently updated and just a block away from the beach and boardwalk, this spacious condo boasts a luxurious master suite with a king bed, a fully equipped kitchen, and off-street parking. Conveniently located in the heart of Hampton Beach with easy access to all the top attractions, restaurants, and shops, you can truly immerse yourself in the coastal New England Charm.

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.

Two-Bedroom Condo on the Wells/Ogunquit town-line
New condo unit 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
Weekly condo rentals

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

Charming & Historic 2BR Oasis in Downtown Luxury

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.

Attractive 1 bedroom cabin only 50 ft from beach#1

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

The Alpine Oasis

Studio condo, 2 queen beds, Laundry, restaurants

Ocean View - Steps to the Beach!

Hampton Beach Bailey's Resort

Condo in Old Orchard Beach

Centrally located Ocean Towers condo in Ogunquit

Paugus Bay Chalet: Prime Lake Winni Location!

Starfish Condo Wells Beach
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $347 NZD | $340 NZD | $344 NZD | $473 NZD | $511 NZD | $552 NZD | $552 NZD | $583 NZD | $533 NZD | $506 NZD | $399 NZD | $466 NZD |
| 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 holiday rentals
Explore 20 holiday rentals in Kittery

Nightly prices starting at
Kittery holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 2,080 verified reviews to help you choose

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

Wi-Fi availability
20 of Kittery holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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