
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.

Attractive 1 bedroom cabin only 50 ft from beach#1
nestled in a restful pine grove just 50 feet from Maine’s finest beach. These 8 one & two bedroom charming Old Orchard Beach Cottages are decorated in a modern beach theme, providing guests with the modern conveniences of today. Conveniences include Smart TVs with Amazon Fire Sticks, Wi-Fi, individually controlled heat & air conditioning, fully equipped efficiency kitchenettes, & private baths. Ideal for group getaways! Enjoy the privacy of your own seaside cottage, oh, so close to the beach.

Samuel Tucker House - Downtown Luxury 2 Bed Condo
Presenting the newly restored Samuel Tucker House. Located in the heart of Marblehead's downtown and walking distance to local shops, restaurants and beaches, this bright and charming newly renovated 2 bedroom and 2 bath condo is a masterful blend of historic detail and modern design. Amenities include a private entrance, open concept living and dining areas that connect to a nicely appointed kitchen, fireplace, workspace, washer/dryer, central A/C, exterior dining area, and dedicated parking.

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.

Luxury Beach Front Condo! Prime Location!
Halloween party downstairs at Brunswick 10/31, single night available! Please no parties ✨ Condo is directly on beach ✨ Generally minimum night stay is 2 nights during the week and 3 nights over the weekend. Unless the trip is within the next few weeks, we appreciate it if guests don't book trips that leave a single night open. If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open.✨ ✨To simplify things we typically do not negotiate rates.

Luxury Suite Jacuzzi Pool White Mtns. River Front
Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

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.

*Ghostly 2BR Halloween Home|Salem+Beverly|Parking
Step into your Halloween-inspired fall retreat in Beverly! 🍂 This charming 2BR condo features cozy living, a full kitchen, and free parking. Just minutes from shops, museums, and Salem’s spooky sites—perfect for a fun, family-friendly Halloween getaway! 🎃👻 🎃 Downtown Salem - 5 min Drive 🕸 Hocus Pocus House - 12 min Drive 🚂 Beverly Train Station - 3 min Walk 🎓 Endicott College - 10 min Drive

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.

Sunny Beach Studio Condo with Sunset View
Walk across the street for a day at the beach. Enjoy the beautiful, everchanging marsh views and sunset from your private deck in the evening. Clean, studio condo with great natural light and a well-equipped kitchen. Queen Bed with new mattress. Smart TV and wifi. Walking distance to restaurants and shops.
Popular amenities for Kittery condo rentals
Weekly condo rentals

Serenity by the Sea

First Floor Portland Condo 3 Bed 2 Bath + Parking

Hampton Beach Bailey's Resort

Cozy Entire Unit Condo close to UMASS Lowell

Harbor Hideaway | 1 Block to Beach | Elevator

Downtown beautiful renovation with parking

New Super Modern 2 bed in Waltham

Luxury apt w/ sauna & deck | by airport, downtown
Pet-friendly condo rentals

A Cozy 3 Bedroom Home Close To Boston & Parking

Nice Condo to Harvard, MIT, Fenway, with parking

Elegant condo on the water in downtown Wolfeboro!

Family Home + Near Downtown + Cool Backyard!

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN

Portland 1 Bedroom Condo in the Arts District.

Harbor Hideaway

Over 1000 Five Star Reviews! Walk to Dock Square !
Condo rentals with a pool

Fantastic Location in the White Mountains

Stunning Mountain Views! Cozy Studio Resort Condo

KimBills’ on the Saco

Bartlett Condo; Great Views, Resort Access

Condo w/hot tub, pool, sauna, arcade & gym

Loon Mountain Area Rental - 2Br/2Ba

Nordic Village |Mtn Views| Fall Adventure Awaits

2 bedroom condo, mountain views, pools and jacuzzi
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $351 NZD | $344 NZD | $347 NZD | $477 NZD | $516 NZD | $557 NZD | $597 NZD | $608 NZD | $502 NZD | $510 NZD | $403 NZD | $471 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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- Hampton Beach
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- Canobie Lake Park
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