Search Guest Houses in Kittery

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Kittery guest houses

A two-story brick house with a white porch and a garden with various flowers and plants.

1. The Water Street Inn

The Water Street Inn
3.5 star property
Kittery Foreside
9.6 out of 10, Exceptional, (242 reviews)
"Nice comfy and clean room. Only stayed one night but would recommend for longer stays. Friendly staff, nice property. Thanks for an enjoyable stay."
United States
Lane
The price is AED 499
AED 544 total
includes taxes & fees
7 Dec - 8 Dec
The Water Street Inn
A bed with white linens and a brown blanket, a bedside lamp, and a nightstand with a gold-colored object.

2. The Sailmaker's House

The Sailmaker's House
3.5 star property
Downtown
9.6 out of 10, Exceptional, (424 reviews)
"Great property, location, experience."
United States
timothy
The price is AED 518
AED 562 total
includes taxes & fees
15 Nov - 16 Nov
The Sailmaker's House
A garden pathway leading to a house with a wooden fence and various plants.

3. Martin Hill Inn

Martin Hill Inn
3.5 star property
West End
9.6 out of 10, Exceptional, (226 reviews)
"Beautiful inn within walking distance of great restaurants and shops!"
United States
Judith
The price is AED 489
AED 531 total
includes taxes & fees
6 Dec - 7 Dec
Martin Hill Inn
A four-poster bed with a bench, a chandelier, a framed portrait, and a view of the street through a window.

4. The Davenport Inn

The Davenport Inn
4.0 star property
Downtown
9.8 out of 10, Exceptional, (54 reviews)
"Quiet and within walking distance to downtown attractions"
United States
Andrew
The price is AED 1,329
AED 1,442 total
includes taxes & fees
10 Nov - 11 Nov
The Davenport Inn
A spacious hotel lobby with a central dining area, multiple seating arrangements, and large windows providing natural light.

5. Grasshopper Inn

Grasshopper Inn
4.0 star property
Ogunquit
9.8 out of 10, Exceptional, (83 reviews)
"My sisters and I LOVED everything about the Inn. We can't wait to go back!"
United States
Kerry
The price is AED 1,071
AED 1,167 total
includes taxes & fees
13 Nov - 14 Nov
Grasshopper Inn
A two-story house with a front porch, white chairs, and a flag.

6. Inn on Shore Road

Inn on Shore Road
2.0 star property
Ogunquit
9.4 out of 10, Exceptional, (59 reviews)
"The homey feel, great beds and pillows. Rooms were spotless. The staff were friendly and morning breakfast perfect! I can’t wait to go back again! Happy customer Julie E"
United States
JULIE
The price is AED 1,248
AED 1,360 total
includes taxes & fees
11 Nov - 12 Nov
Inn on Shore Road
A large, two-story house with a wrap-around porch, a chimney, and a well-maintained garden with various plants and flowers.

7. The Victoria Inn

The Victoria Inn
3.5 star property
Hampton
9.2 out of 10, Wonderful, (126 reviews)
"Property was beautiful, rooms were excellent and breakfast was delicious. "
United States
anna
The Victoria Inn
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.
View all properties

Learn more about Kittery

Bargain hunters flock to the famous outlet malls, where designer stores offer deals worth the trip alone. Seafood shacks along the coast serve lobster rolls just steps from historic forts and scenic walking paths.

See all hotels in Kittery
An aerial view of a coastal area with a mix of forested land and residential properties.

Top reviews in Kittery

A two-story brick house with a white porch and a garden with various flowers and plants.
The Water Street Inn

The Water Street Inn

The Water Street Inn
Kittery Foreside

10/10 Excellent

Cute little spot that is just across the bridge from the fun part of Portsmouth. Unfortunately the weather wasn't nice for us, but if it was, you could certainly walk there. The room was well designed and my wife really appreciated how comfy the bed was.
United States
Nate
Reviewed May 9, 2025
The Water Street Inn