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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 27 B&B in Madison with updated reviews, rates, and availability.

The Captain Stannard
Standard Room, 1 Bedroom, Private Bathroom | Free WiFi, bed sheets

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (217)
"Clean, classic, charming seaside New England inn. Unique in that it isn’t really staffed in the traditional sense but provided much more than we expected - 24 hour guest pantry, beautiful common spaces to relax, fresh cookies upon arrival, and basic breakfast. This will be our new go-to when we’re in the area. "
The price is SAR 565
SAR 627 total
includes taxes & fees
31 Mar - 1 Apr
The Captain Stannard
The Scranton Seahorse Inn
Staircase

The Scranton Seahorse Inn

3.0 star property
9.0 out of 10, Wonderful, (236)
"Amazing and too short. Loveliest little B&B with one of the best breakfasts I've ever had. Incredibly clean with updated bathroom(s). So quiet, even though almost full. Will be going back, regularly!"
The price is SAR 963
SAR 1,069 total
includes taxes & fees
23 Apr - 24 Apr
The Scranton Seahorse Inn
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (147)
"It is beautiful and comfortable. The breakfast was great. And the bed was extremely comfortable."
The price is SAR 695
SAR 771 total
includes taxes & fees
30 Mar - 31 Mar
Westbrook Inn B&B
The Bevin House Bed & Breakfast
Seasonal outdoor pool, pool umbrellas, sun loungers

The Bevin House Bed & Breakfast

3.5 star property
9.6 out of 10, Exceptional, (73)
"I really wanted to see the goats as silly as that sounds and had a great time doing it."
The price is SAR 955
SAR 1,060 total
includes taxes & fees
3 Apr - 4 Apr
The Bevin House Bed & Breakfast
The Homestead
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (77)
"Charming in every aspect. Highly recommend, Hosts are wonderful people."
The price is SAR 950
SAR 1,054 total
includes taxes & fees
23 Apr - 24 Apr
The Homestead
West Neck Guesthouse
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very Good, (32)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
West Neck Guesthouse
Vine & Sand
Interior entrance

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (7)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport. "
Vine & Sand
Stirling House Bed & Breakfast
Dock

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (23)
"Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for. "
The price is SAR 1,256
SAR 1,435 total
includes taxes & fees
3 Apr - 4 Apr
Stirling House Bed & Breakfast
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Property grounds

Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space

The price is SAR 2,626
SAR 3,972 total
includes taxes & fees
30 Mar - 31 Mar
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
James Pharmacy Bed & Breakfast
Garden

James Pharmacy Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (14)
"We loved staying in the historic pharmacy. We stayed in the Ann Petry room and it is well appointed, clean and charming. The property sits on the town's main street and is very walkable to shopping and dining. We look forward to our next stay. "
The price is SAR 1,134
SAR 1,709 total
includes taxes & fees
6 Apr - 7 Apr
James Pharmacy Bed & Breakfast
Arbor View House B&B
Exterior

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (13)
"This house was old but beautiful and decorated nicely inside. "
Arbor View House B&B
Jay's Ranch
Exterior

Jay's Ranch

4.0 star property
7.8 out of 10, Good, (37)
"The hostess Rene was very friendly and accommodating. The room was spacious and clean, with comfortable bed and linens. I was pleasantly surprised that I had my own toilet. It was nice to have access to the kitchen and living room. "
Jay's Ranch
Thimble Islands Bed & Breakfast
Property grounds

Thimble Islands Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (4)
"Property was first class inside and out. The view was breath taking The owners made us feel at home and did not want to leave ! Already thinking about next trip back."
Thimble Islands Bed & Breakfast
Harbor Knoll Bed & Breakfast
Living area

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (9)
"We stayed here for our mini moon and couldn't have asked for a better weekend! We loved hanging out at the inn and getting to know Leueen and the other guests. The inn is walking distance to the main streets and the train. Will definitely visit again!"
Harbor Knoll Bed & Breakfast
The Farmhouse Bed and Breakfast
Garden

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (10)
"Lovely B&B run by a lovely couple"
The Farmhouse Bed and Breakfast
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Exterior

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Interior

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

10.0 out of 10, Exceptional, (1)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Interior

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Shorecrest Bed and Breakfast
Garden

Shorecrest Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (18)
"We had a really nice, two night stay! The breakfasts were delicious and accommodations were really nice!"
Shorecrest Bed and Breakfast
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Interior

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
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 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"
The price is SAR 341
SAR 392 total
includes taxes & fees
7 Apr - 8 Apr
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"
The price is SAR 650
SAR 906 total
includes taxes & fees
17 Apr - 18 Apr
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.

Frequently asked questions

Searching for B&Bs in Madison?
If you’re looking for something a little quirkier than the traditional hotel experience, a bed and breakfast could be a great option for your trip. If you’re hoping to spend some time walking along the water in Madison, Hammonasset Beach is worth a visit.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to socialize with other guests, and of course a full breakfast, B&Bs offer a unique environment.
What are the best B&Bs in Madison?
Here are some B&Bs to check out in Madison: The Homestead: 10 rooms. Enjoy the deli and unique décor. The Scranton Seahorse Inn: 7 rooms. Enjoy the free full breakfast and spa.
What's the best time of year to book my B&B in Madison?
When you’re dreaming of a stay in Madison, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Madison is 54 inches.
What is there to do in Madison?
Spend some time exploring Hammonasset Beach and Meigs Point Nature Center if you’re hoping to see some of the area’s natural features. You might put Hammonasset Beach State Park and RJ Julia Booksellers on your list if you want to see more of the area.
How can I get to and around Madison?
Mapping out your trip in and around Madison is easy with these transportation options. Fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is located 16.5 mi (26.5 km) from the city center. You can also search for flights into New London, CT (GON-Groton - New London), which is 27.6 mi (44.4 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.