Holiday Homes in Kittery

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Featured Holiday Homes in Kittery

STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 9/28-10/3 OPEN NOW!

9.8 out of 10, Exceptional, (52)
"Wonderful property on ideal beach location. Excellent communication with the host . "
STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 9/28-10/3 OPEN NOW!

Unique Beach and Ocean Panoramic Views, this home has it all !

10.0 out of 10, Exceptional, (160)
"We are regular visitors to this beautiful home. It is a favorite for its location, cleanliness and ease of communication with the owners. We look forward to our next return visit. "
Unique Beach and Ocean Panoramic Views, this home has it all !

Fantastic Beach House! 4 bedroom across the Ocean.

10.0 out of 10, Exceptional, (107)
"We loved the house and the neighborhood until checkout day when they began demolishing the cottage next door. As we were loading our cars, the airborne remnants of the insulation from the destruction next door floated all over our belongings, our cars, and into our hosts garage. "
Fantastic Beach House! 4 bedroom across the Ocean.

STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS: FRONT ROW BEACH!

9.8 out of 10, Exceptional, (35)
"We enjoyed the great location, loving the deck enjoying the sunshine and promptness of property owner when we had questions. I hope this is not the last time we stay at this property!"
STUNNING BEACHFRONT HOME:AMAZING OCEAN VIEWS-BEACH ACCESS: FRONT ROW BEACH!

Escape to the Seacoast - Relax, Work & Play by the Water

10.0 out of 10, Exceptional, (109)
"This is the perfect little place for a group! Lots of cozy and conversational spaces while also being large enough for people to decompress if they want. SUPER clean, this was by far the cleanest weekend rental property I’ve been to. The water in the showers heats up fast which is great for those cold mornings. Hosts were extremely helpful and both check in and check out were incredibly smooth. "
Escape to the Seacoast - Relax, Work & Play by the Water

Upscale home with beautiful ocean views - across the street from the beach

9.8 out of 10, Exceptional, (116)
"We could only fine one means of egress, which was the entry door with the keypad. There is another door on the ground level, but it was locked and the lockbox keys did not open it. In addition, there appeared to be a door inside that leads to the ground level, but that was also locked and no key was provided. This may be in violation of the Maine fire code and should be corrected. I believe the code states that two means of egress are required in residential buildings. "
Upscale home with beautiful ocean views - across the street from the beach

Beach House, Walking distance to downtown!

10.0 out of 10, Exceptional, (51)
"Lovely, clean, comfortable. Great beach access. Both Larissa and Steve were responsive and helpful. Would not hesitate to return. "
Beach House, Walking distance to downtown!

LOCATION! LOCATION! 1/2 mile walk to beach and downtown.

10.0 out of 10, Exceptional, (59)
"Absolutely amazing home, impeccably cared for. We are always so sad to leave but can’t wait to go back!"
LOCATION! LOCATION! 1/2 mile walk to beach and downtown.

6 Minute walk to Ogunquit Beach - Great Fall and Spring Rates

9.8 out of 10, Exceptional, (45)
"We’ve stayed at Ken’s property for many years, and have always had an excellent experience! "
6 Minute walk to Ogunquit Beach - Great Fall and Spring Rates

Charming cottage with washer/dryer and patio - walk to Long Sands Beach

9.2 out of 10, Wonderful, (89)
"Very comfortable accommodations. Clean and convenient to beach and highways. We had a great time"
Charming cottage with washer/dryer and patio - walk to Long Sands Beach

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

9.6 out of 10, Exceptional, (81)
"My sister and I hosted a girls’ weekend with 15 friends. Chelsi’s house was perfect to accommodate everyone! The house was beautiful, there were plenty of beds and bathrooms for all of us, and we had the best time! Chelsi was also super great/quick with communication when I had a question! We had an amazing weekend in NH! "
The price is AU$3,567
includes taxes & fees
22 Dec - 23 Dec
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

Location, location! Park your car and never get back in! 4 bedroom 2 bath

10.0 out of 10, Exceptional, (100)
"Stayed with family, from multiple states to meet in beautiful Ogunquit for a wedding (bride and groom stayed here too). Home is immaculate and comfortable, tastefully furnished with a soft place for every person to sit. Bedrooms were delightfully quiet with lovely beds and bedding. Plenty of closet space and a very well appointed kitchen. Barbeque filled the need of a big family dinner. Our absolute favorite though was the attentiveness of the host when we had a question here or there. We...
Location, location! Park your car and never get back in! 4 bedroom 2 bath

Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

10.0 out of 10, Exceptional, (67)
"Property was great. Clean with plenty of space for 8 of us. Loved all the games!"
The price is AU$1,013
includes taxes & fees
28 Nov - 29 Nov
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

Year round beach house 5 minute walk to beach with all the comforts of home.

10.0 out of 10, Exceptional, (74)
"This was a perfect fit for our Girl's Getaway Weekend. The house was centrally located to things we wanted to see and do. We had plenty of room and enjoyed our time there. All of us said we would go back again. "
The price is AU$773
includes taxes & fees
26 Nov - 27 Nov
Year round beach house 5 minute walk to beach with all the comforts of home.

Plum Island place 5 minute walk to beach 9 minute walk to point

10.0 out of 10, Exceptional, (29)
"Anne was one of the best hosts I've stayed with at a VRBO property. She thought of every last detail and was extremely attentive and had a bottle of wine and chocolate treats for us when we arrived, along with a stocked kitchen of everything you need. And if you forgot something she had that too! It was very clean too. It was so close to the beach and the wildlife refuge - Plum island is such a special spot. We will be back again. We stayed for 3 nights with my elderly parents who had a...
Plum Island place 5 minute walk to beach 9 minute walk to point

BEACHFRONT HOME-BREATHTAKING 180 DEGREE OCEAN SUNRISES & SUNSETS

9.8 out of 10, Exceptional, (38)
"House is right on the beach. Very clean and easy to get to. The owner is delightful and very helpful . Lots of decks and chairs and we definitely enjoyed our stay. "
BEACHFRONT HOME-BREATHTAKING 180 DEGREE OCEAN SUNRISES & SUNSETS

Buoy Beach House Wells

9.2 out of 10, Wonderful, (18)
"7 of us comfortably stayed in this charming rental with a great spot near the beach. We had everything we needed and the host was quick to reply and accommodating. Would recommend and hope to stay again. "
Buoy Beach House Wells

Peaceful retreat among the trees only a five minute walk to Perkins Cove

10.0 out of 10, Exceptional, (16)
"Our family of four had a great stay in this house! The house is wonderful - the bedrooms are spacious and we enjoyed relaxing in the sunroom and on the many decks. The house is nestled in the trees which give it a private and cozy feel, yet the location is perfect - an easy walk to Perkins Cove and a short drive to all the Ogunquit beaches and sites. The host was flexible when I needed to change our reservation dates, and responsive when we had a small issue at check in that she promptly fixed....
Peaceful retreat among the trees only a five minute walk to Perkins Cove

Nov. discounts! Heart of Ogunquit! Perfect spot for X-Mas By The Sea, Prelude!

10.0 out of 10, Exceptional, (17)
"We had a wonderful stay in Ogunquit and really enjoyed this home. It was a perfect location and was clean and well appointed. They went above and beyond to make it a great stay. Only note is that the fourth bedroom in the basement is a pull-out couch, not a bed, which we didn't realize when booking. Would definitely recommend to anyone staying in the area!"
Nov. discounts! Heart of Ogunquit! Perfect spot for X-Mas By The Sea, Prelude!

Coastal marsh-view getaway with 2 decks, grill, AC & W/D - walk to beach

8.8 out of 10, Excellent, (20)
"The property is very close to the beach which is terrific. The second floor of the house was perfect for a great getaway. The technology worked perfectly. The bottom floor looked barren and dreary. The house was fairly clean and the appliances were modern."
Coastal marsh-view getaway with 2 decks, grill, AC & W/D - walk to beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Kittery

Dog-friendly home with water view, firepit, large deck & yard - close to town

7.2 out of 10, Good, (11)
"Loved the deck!"
Dog-friendly home with water view, firepit, large deck & yard - close to town

Village by the Sea

3.5 star property
9.0 out of 10, Wonderful, (516)
"For the most part my 3 night stay was great. A few hiccups. Heating system use was difficult to figure out in the bedrooms. There were extra pillows but no extra blankets. TVs were hard to figure out if you’ve never used Roku. Otherwise place was great. Super clean and spacious. "
Village by the Sea

Amazing Beach House! 5 Bedroom across the Ocean!

10.0 out of 10, Exceptional, (102)
"Place is beautiful, spacious, and you could hear the ocean. Enjoyed the number if bedrooms, sitting rooms space"
Amazing Beach House! 5 Bedroom across the Ocean!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.