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
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

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, (243 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 P8,624
P9,400 total
includes taxes & fees
Nov 29 - Nov 30
The Water Street Inn
A garden pathway leading to a house with a wooden fence and various plants.

2. Martin Hill Inn

Martin Hill Inn
3.5 star property
West End
9.6 out of 10, Exceptional, (229 reviews)
"Beautiful inn within walking distance of great restaurants and shops!"
United States
Judith
The price is P8,385
P9,098 total
includes taxes & fees
Dec 6 - Dec 7
Martin Hill Inn
A bed with white linens and a brown blanket, a bedside lamp, and a nightstand with a gold-colored object.

3. The Sailmaker's House

The Sailmaker's House
3.5 star property
Downtown
9.6 out of 10, Exceptional, (427 reviews)
"Great property, location, experience."
United States
timothy
The price is P10,228
P11,097 total
includes taxes & fees
Nov 15 - Nov 16
The Sailmaker's House
A grand staircase with a white balustrade, a large arched window with a view of buildings, and a decorative vase with books on the landing.

4. The Davenport Inn

The Davenport Inn
4.0 star property
Downtown
9.8 out of 10, Exceptional, (55 reviews)
"Quiet and within walking distance to downtown attractions"
United States
Andrew
The price is P22,078
P23,955 total
includes taxes & fees
Nov 16 - Nov 17
The Davenport Inn
A two-story house with a front porch, white chairs, and a flag.

5. 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 P21,385
P23,309 total
includes taxes & fees
Nov 23 - Nov 24
Inn on Shore Road
A spacious hotel lobby with a central dining area, multiple seating arrangements, and large windows providing natural light.

6. 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 P19,828
P21,613 total
includes taxes & fees
Nov 13 - Nov 14
Grasshopper 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.