Photo by Shannon Willitts

Search Guest Houses in Madison

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 14 Guest Houses in Madison with updated reviews, rates, and availability.

House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (68)
"Beautiful setting and big rooms close to ferry and town center. "
House on Chase Creek
American Beech in Greenport NY - King Suite 1
Interior

American Beech in Greenport NY - King Suite 1

10.0 out of 10, Exceptional, (5)
"Perfect Great place"
American Beech in Greenport NY - King Suite 1
American Beech - King Suite 2
Interior

American Beech - King Suite 2

10.0 out of 10, Exceptional, (1)
"Wonderful weekend getaway. American Beech offers a perfect blend of privacy and indulgence. Great communication, cool vibe, and a variety of fun food and drink options."
American Beech - King Suite 2
Room in Guest Room - Fall Room 3min From Yale, And Other Colleges
Room, 1 Bedroom | Miscellaneous

Room in Guest Room - Fall Room 3min From Yale, And Other Colleges

2.0 star property
Room in Guest Room - Fall Room 3min From Yale, And Other Colleges
34ft Mobile Home Near Yale U
Mobile Home, 1 Bedroom | Interior

34ft Mobile Home Near Yale U

2.0 star property
7.0 out of 10, Good, (2)
34ft Mobile Home Near Yale U
American Beech in Greenport - Two-Bedroom Apartment 8
Interior

American Beech in Greenport - Two-Bedroom Apartment 8

American Beech in Greenport - Two-Bedroom Apartment 8
Room in Guest Room - Black-white Rm By Yale U
Shared Dormitory, 1 Bedroom | Interior

Room in Guest Room - Black-white Rm By Yale U

2.0 star property
Room in Guest Room - Black-white Rm By Yale U
American Beech - Deluxe King Suite 14
Interior

American Beech - Deluxe King Suite 14

10.0 out of 10, Exceptional, (2)
"Right in the heart of Greenport Villiage "
American Beech - Deluxe King Suite 14
American Beech in Greenport - King Suite 3
Property grounds

American Beech in Greenport - King Suite 3

American Beech in Greenport - King Suite 3
American Beech in Greenport - Deluxe King Suite 11
Interior

American Beech in Greenport - Deluxe King Suite 11

American Beech in Greenport - Deluxe King Suite 11
American Beech in Greenport - Deluxe King Suite 12
Interior

American Beech in Greenport - Deluxe King Suite 12

American Beech in Greenport - Deluxe King Suite 12
Private Access Studio_king bed_WiFi_all the amenities of a hotel_5⭐️ experience
Exterior detail

Private Access Studio_king bed_WiFi_all the amenities of a hotel_5⭐️ experience

10.0 out of 10, Exceptional, (8)
"This studio apartment is comfortable & cozy. I enjoyed being by the lake and close to stores & restaurants."
Private Access Studio_king bed_WiFi_all the amenities of a hotel_5⭐️ experience
Victorian Seasons Stirling
Romantic House, 4 Bedrooms, Kitchen, Garden View | Terrace/patio

Victorian Seasons Stirling

3.5 star property
Victorian Seasons Stirling
The North Fork Loft
Interior

The North Fork Loft

The North Fork Loft
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.
Don't see what you're looking for?
See all available properties in Madison
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Madison

New Madison beach house - Ocean front- Great views- booking Summer 2025
Exterior

New Madison beach house - Ocean front- Great views- booking Summer 2025

10.0 out of 10, Exceptional, (56)
"Great location "
New Madison beach house - Ocean front- Great views- booking Summer 2025
New Haven Village Suites
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2019)
"It was nice"
New Haven Village Suites
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums
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.