
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.

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN
🏖️Looking for the perfect Gloucester retreat for your group or family?🌴 Look no further than this spacious and inviting 2-bedroom unit🛏️, ideal for families and groups seeking comfort, style, and ample room to relax🛋️✨. Step inside and be greeted by a bright and airy living area🛋️, perfect for gathering together after a day of exploring all that Gloucester has to offer 🚤🏞️. With comfortable furnishings 🪑 and modern amenities📺🍽️, this unit provides the ultimate vacation experience🌴🍹.

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.

Harbor Hideaway
A uniquely detailed single-floor unit in a 2 unit house featuring a large kitchen/dining room, living room, and a private cozy veranda. Queen Bedroom & additional sleeping for 2 with a deluxe air mattress. This space is perfect for couples, families with young children, or a single person. Only one dog allowed no cats. This unit is on the lower floor of a two-family house occasionally you can hear steps from the upstairs. PLEASE note parking on site is very tight small cars compact SUVs only.

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.

Waterfront Two Master Suite Penthouse with Rooftop
2023 City of Portland Registration #20185280-ST Penthouse suite w/modern amenities, exposed beams and brick, poplar walls. Rooftop deck w/views of harbor and city. Separate master suites with custom showers and one with soaking tub. Gas-fired Jotul stove in living room. Washer/dryer in unit. Easy elevator access. Spacious kitchen with granite countertops and wine cooler. Please note: animals (including assistance animals) not allowed due to owner's health.

Luxury Beach Front Condo! Prime Location!
✨ Single Saturday night available, March 28th ✨ Encourage reserving multiple nights to bring down the cost per night ✨ Minimum stay varies, typically 2 to 3 nights ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨ If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open. Just select different start date. ✨ To simplify things we typically do not negotiate rates✨

Stunning Mountain Views! Cozy Studio Resort Condo
Be inspired as you relax to the sound of the Pemigewasset River Flowing by. Enjoy your favorite beverage on our balcony as you gaze at the gorgeous Loon Mountain. Cozy Studio Apartment is nested at the base of Loon Mountain South Peak Ski trails! Central to all that Lincoln has to offer! Walking distance to fantastic restaurants and pubs. Minutes to Loon Ski Resort, The Flume Gorge, Lost River, Clarkes Trading Post, Franconia Notch, Ice Castles and More!

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.

The Green Suite, Private Parking Included
Welcome to The Green Suite, a private condo within a historic home. The whole group will enjoy easy access to everything from this centrally located place. Just under a half a mile to all tourist attractions in Downtown Salem, but far enough away to be peaceful at night. Also a half mile from the commuter rail and a 40 minute ride from the airport. This listing includes one parking spot in an on site privately owned parking lot.

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.
Popular amenities for Kittery condo rentals
Weekly condo rentals

Whole Condo near downtown Salem, Ma

Two-Bedroom Condo on the Wells/Ogunquit town-line

Cozy condo with North Conway at your finger tips!

Bearskin Neck Rockport ★ Amazing Views ★ Parking

Spacious, cozy home near Boston!

Lovely Studio - Spotless, W/D, Parking, Private

Townhouse w Parking in Downtown Portsmouth

Peabody Penthouse Top of the World Sunset View
Pet-friendly condo rentals

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

Family Home + Near Downtown + Cool Backyard!

#1A Harvard MIT Central location! in unit W/D

Portland 1 Bedroom Condo in the Arts District.

Over 1000 Five Star Reviews! Walk to Dock Square !

New 2BR 2King beds Private Apt Downtown Brunswick

New Super Modern 2 bed in Waltham

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

Luxury Suite Jacuzzi Pool White Mtns. River Front

Studio Condo in Hotel Resort at Loon Mountain

Loon Mountain River Oasis

Steps from Beach | Pool | Parking | Large Deck

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

Cozy mountain getaway

Starfish Condo Wells Beach

Loon Mountain Area Rental - 2Br/2Ba
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $343 NZD | $336 NZD | $339 NZD | $467 NZD | $504 NZD | $545 NZD | $545 NZD | $575 NZD | $526 NZD | $485 NZD | $424 NZD | $382 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 $204 NZD 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, 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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- Condo rentals York County
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Long Sands Beach
- Scarborough Beach
- Canobie Lake Park
- Crane Beach
- York Harbor Beach
- North Hampton Beach
- Willard Beach
- Short Sands Beach
- Cape Neddick Beach
- Gunstock Mountain Resort
- Gooch's Beach
- East End Beach
- Salem Willows Park
- Funtown Splashtown USA
- Bear Brook State Park
- Crescent Beach State Park
- Footbridge Beach
- Palace Playland
- Snhu Arena
- Singing Beach




