
Cottage vacation rentals in Kittery
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Top-rated cottage rentals in Kittery
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Kittery cottage rentals
Cottage rentals with a hot tub

Cozy Cottage close to Beach, Pool and more!
Dear Tim and Kimberly - I wanted to express how much we enjoyed our stay at your delightful two-bedroom cottage. The accommodations were not only beautifully furnished but also incredibly comfortable. The added amenities, including the pool, hot tub, and gym, made our stay even more enjoyable, offering plenty of options for relaxation and fitness. We also loved how close the cottage was to the local restaurants and the beach—it was the perfect location for a relaxing getaway. Your attention to detail made all the difference, and we couldn't have asked for a better experience. I will definitely recommend your place to others and look forward to returning in the future! Janelle Q PS - I live in Florida and upon my return from Maine, am being greeted by Helene. JQ

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront
Nice private area, close by to a few small-towns for groceries, gas, etc. Property was very scenic and often only sounds that could be heard were birds. Slept 5 comfortably and never felt crowded. 10/10

Cozy beach cottage with pool & hot tub
Lovely one night stay at this sweet little cottage! Grounds are well-kept, enjoyed morning coffee on the front porch. AC kept it nice and cool. Convenient location close to a great donut shop- Congdon’s and our favorite ice scream spot- Scoop Deck. Chloe is a gracious host and even granted us a late check-out!

Lakeside Cozy Cottage in Nature | Hot Tub
This trip was more than we could've ever wanted! The property was lovely and the hosts were more than accommodating and made sure everything was as comfortable as it could've been! I'd recommend anyone to book with these hosts and I will definitely be booking again!

Hot Tub - Walk to the Beach - Mins to Mtns - Lakes
Absolutely enjoyed our stay. Will definitely visit again in the future. The hot tub was very relaxing and was the highlight of our trip.

Fully Renovated/4min to K-port/HotTub/Game Room
We had a great stay at Audrey & Seb's place. It was spacious, beautifully decorated, and extremely clean. The beds were super comfortable, the location was private and close to town, and there was so much thought put into all the little details. What an absolutely wonderful place. Thank you so much!

Beautifully renovated 2-bedroom cottage
Everything was so perfect !! thank you for hosting us !!

Contemporary Cottage With Ocean View 13
Terrific stay! The cottage was modern, clean, convenient and lovely. The pools are great for kids, and the cottage is near to restaurants, beaches etc. Great place for a holiday.
Pet-friendly cottage rentals

Great for families, steps to beach, lots of space
This beautiful home is great for families. My family of 8 adults and 1 dog stayed for a weekend. The home is clean clean clean and has everything a family could need. Games galore! Although our stay was for a sad reason (laying sister to rest) the home brought us together as a family. Plenty of room and great location. I highly recommend. I will rent again during summer!

Bright, clean, private cottage near Higgins Beach!
We loved our stay at the Gull Cottage!! Karen and Steve were great hosts, incredibly friendly, helpful, and responsive. The cottage was well stocked with everything we needed to enjoy our stay. The guide book and guest book were great touches as well, and we would happily stay again next time we come up to Maine! We could not recommend the Gull Cottage more if you’re looking for a great and cozy place to stay near Portland!

Lovely cottage on Sunrise Lake, Middleton, NH.
Another wonderfully relaxing stay! We really enjoyed the new screened in porch for morning coffee, late afternoon snacks, and evening games. The rainy days were just as lovely as the beautiful ones. We enjoyed the cozy gas stove on the cooler days, and we just couldn't have been more delighted by the welcome note and gift upon our arrival.

Sunny & private cottage in Lanesville Village
The cottage is cozy and comfortable, including the beds. It's in a quiet neighborhood yet very accessible to hiking trails, beaches, restaurants, and shops. Fiona was extremely friendly and helpful. She is definitely a Super Host! We would happy have stayed longer if we could have! For those who like to ride your bike: Rt. 127, the main road that goes around Cape Ann, is very narrow and has no shoulder, so I don't recommend planning to bike there.

A: Updated, Lake, Summer, Hike, Concerts, Relax!
Adorable, quaint, clean, well maintained house. Had everything we needed to make our stay comfortable. Host was very friendly and responsive.

Cozy Cottage by the Sea
A large, comfortable home with the ocean in sight! The beach was stunning and the area was so quiet and peaceful in the off-season. Some great restaurants and shops were still open too. We’d love to return one day.

Cozy Cottage on Highland Lake
Perfect little Maine cabin getaway! We enjoyed our stay so much. The cabin was clean, easy to find, and had everything we needed for four people and two dogs. Cannot recommend enough!

Private Beach, Lake Front, Family Friendly Cottage
Loved the place. Would definitely try to visit again!
Private cottage rentals

Smokey Pines Camp
Words can’t describe the view from the patio. It was a wonderful, peaceful escape from everything!

Cozy cottage with great yard
If you love being near a peaceful and beautiful ocean setting and a cozy cottage vibe this is the place for you. Renee is nearby and very responsive if you need anything. Otherwise, you can just enjoy the setting and easily take yourself to the nearby restaurants or cook for yourself. A short walk to my favorite beach on earth. Check out the sandbar at low tide.

Best Summer Cottage in Wells Maine. Come and enjoy
We have been coming to Ogunquit/Wells in the summer for about 10 years, and this was our first time trying Summer Village, and it was a truly fantastic stay! The cottage location is situated between Ogunquit and Wells and is easily accessible to both of those beaches and destinations nearby. ‘A’ could not have been a nicer, more responsive host and it made the logistics of planning very easy. Know going into it that you are bringing your own linens and towels, and there are some standard rules about the larger property, but the cottage has everything you could need and it was very welcoming. In A’s cottage, you have easy ability to sleep a family of 5. There is a fully stocked kitchen and gas grill. But the biggest unexpected perk was all the amenities of the Summer Village property. 3 pools, bocce, tennis, a rec room with games, and a free on-site trolley to get you around every 20 minutes. The stay was incredibly relaxing and I would highly recommend this for young families!

Big Sebago Lake Rentals Waterfront w Private Beach
Beautiful location, perfect stay with amazing hosts! This was the perfect getaway for our family and we cannot wait to go back! The location can't be beat and Kate and Barry went above and beyond to make sure we had everything we needed. Highly recommend!

Lakeview Beach Cottage
Our stay at summer breeze was exactly what my husband and I needed. perfect little getaway! Denise and Kyle were super helpful and friendly. The place was amazingly clean and the kitchen was just like home! Equipped with everything you need. There is a lot to do in this area. T-Bones had great food as did Legacy cafe. Their little private beach was awesome! Can't wait to go back! Thank you Denise and Kyle for sharing your little gem! it was a perfect weekend!

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom
Good place to stay lots of beds in a small footprint. Burners on the stove never got hot enough for me to cook my dinner or boil more than a cup of water but other than that everything worked great and check in and out was painless.

Seaside Escape
The location was amazing. Just a few steps to Crescent Beach. I actually took my coffee down there and watched the sunrise in the morning. So beautiful. The cottage was clean and comfortable. Kristin was very responsive and helpful. Don't miss out on the clam chowder at the Lobster Pound less than 100 meters away. We'd definitely come again.

Cozy 2 Bedroom Cottage 50 feet from the Lake
Don’t tell anyone about Shelley’s place! We want to be the only ones to be there!!!!! We had a beautiful time ! Me, my daughter and her 2 yr old son. The lake is soooooo clear and relaxing. Canoed every day. Loons in the lake everyday. Went and picked blueberries and went to the children’s museum😃 Close to Portland! We’ll bring the Daddy next time! Thanks Shelley
Quick stats about cottage rentals in Kittery
Total rentals
10 properties
Nightly prices starting at
$124 CAD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Hampton Beach
- Wells Beach
- North Hampton Beach
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Long Sands Beach
- Good Harbor Beach
- Crane Beach
- Rye North Beach
- East End Beach
- Aaronap Cellars
- Pavilion Beach
- Water Park of New England
- Wentworth by the Sea Country Club
- Manchester Country Club - NH
- Bear Brook State Park
- Canobie Lake Park
- Phillips Beach
- Gas House Basin
- Halibut Point State Park
- West Beach
- Breakfast Hill Golf Club
- Crescent Beach