
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.

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.

1 Bedroom Waterview Downtown w/ Parking
Steps to ocean, steps to restaurants and shops. Quiet and quaint. Enjoy this centrally-located unit with all the town of Rockport has to offer right out the front door. Clean and fresh, with ocean views from the kitchen and living room. Unit has been renovated and updated with fresh paint, new appliances, new mattress and new sleeper sofa for guests. Enjoy the town shops, restaurants, sights, and beach all with a short scenic walk. This is Main Street, USA. Desirable Downtown Parking spot.

Condo by Perkins Cove
Spacious studio condo 5 minutes walk to Perkins Cove, Ocean, Marginal Way, trolley stop. Easy stroll to Ogunquit Center. Kitchenette with fridge, top burner, microwave, toaster oven, coffee maker. Has front patio, outside seating, gas grill, laundry, bicycle storage, one onsite parking space. Ideal for two but can accommodate four with queen size bed and sleeper sofa. Quiet, serene setting, but close to everything - beach, shops, restaurants, nightlife, galleries, museums.

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.

2 min. walk to beach strip, 2 parking spots & WiF
This condo is not water front! It is a short walks less than 3 minutes easy walk to Hampton beach and all the attractions. hardwood floors The bedroom has King bed and 1 Futon Living area has 2 Couches and a rocking chair kitchen breakfast table and chairs Dual Kurig Coffee machine. Microwave. Pots and pans Stove/Oven and full size fridge Plates and silverware etc.... WiFi /smart tv Small Hypoallergenic pet is welcome after we discuss instructions and fees.

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.

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.

Walk to beach, heart of Hampton Beach
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

Luxury Suite Jacuzzi Pool White Mtns. River Front

Hampton Beach Bailey's Resort

Our Happy Place!

Beachfront Getaway

Miramar - 3BR w/ 4 beds, sleeps 5

Rustic Willard Beach condo ten mins from Old Port!

Portsmouth Skyline Views from Spacious 2-BR Unit

Rockport Getaway near ocean, music hall & downtown
Pet-friendly condo rentals

A Cozy 3BR Home Close To Train + Boston & Parking

White Mountains Hiking Dogs Storyland Family

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Spacious, cozy home near Boston!

Harbor Hideaway

Over 1000 Five Star Reviews! Walk to Dock Square !

Secluded Victorian Condo Downtown, Walk Everywhere
Condo rentals with a pool

Attitash Studio | 5min to Storyland| Pools

Studio Condo in Hotel Resort at Loon Mountain

Lovely studio with beautiful view of loon Mountain

Steps from Beach | Pool | Parking | Large Deck

AttitashResort! 1-flr, studio, secure check-in

Cozy mountain getaway

Elevate Your Adventure: Book Slope side Now!

Studio w/hot tub, pool, sauna, arcade & gym
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $287 AUD | $281 AUD | $284 AUD | $391 AUD | $422 AUD | $456 AUD | $456 AUD | $482 AUD | $440 AUD | $418 AUD | $330 AUD | $385 AUD |
| 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 $171 AUD per night before taxes and fees

Verified guest reviews
Over 2,170 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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- Condo rentals York County
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Scarborough Beach
- Long Sands Beach
- York Harbor Beach
- Canobie Lake Park
- Crane Beach
- North Hampton Beach
- East End Beach
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- Singing Beach
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