Explore the wonders of Middlesex County, a vibrant destination in Massachusetts. With 3719 different bed and breakfasts available, your dream vacation is within reach.

Choose your ideal bed and breakfasts in Middlesex County without breaking the bank. With options ranging from $44 to $14,180, indulge in luxury or opt for affordability. Notable amenities include Air conditioner.

Top Features: Air conditioner, Internet / Wifi, TV, Kitchen / Kitchenette and Laundry

Local Highlights:

Take the first step towards an unforgettable Middlesex County experience. Reserve your bed and breakfasts today and uncover the hidden gems of Massachusetts.

Top Bed and breakfasts in Middlesex County

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4.3
Excellent(1,096 Reviews)
Bed and Breakfast
 in Boston
Oasis Guest House
Air conditioner · Internet / Wifi · Parking

Enjoy the best of Middlesex County in our Bed and Breakfast, Oasis Guest House. A stunning property with amenities including Air conditioner, Internet / Wifi and Balcony / Patio, and more.

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4.7
Outstanding(27 Reviews)
Bed and Breakfast
 in Boston
Clarendon Square
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Bed and Breakfast in Middlesex County, for $78 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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4.4
Excellent(598 Reviews)
Bed and Breakfast
 in Boston
Newbury Guest House
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for the perfect place to call home during your trip to Middlesex County? This Bed and Breakfast offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Kitchen / Kitchenette, and more.

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3.7
Good(925 Reviews)
Bed and Breakfast
 in Cambridge
A Cambridge House Inn
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Middlesex County, at $85 per night for your next great vacation.

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4.7
Outstanding(104 Reviews)
Bed and Breakfast
 in Boston
Natalie House
Garden · Kitchen / Kitchenette · Air conditioner

Bed and Breakfast in Middlesex County, for $111 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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4.3
Excellent(519 Reviews)
Bed and Breakfast
 in Cambridge
Irving House at Harvard
Garden · Air conditioner · Internet / Wifi

Experience the best of Middlesex County with this Bed and Breakfast available for $78. This property is equipped with amenities including Air conditioner, Internet / Wifi and Balcony / Patio, and more.

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4.6
Outstanding(1,029 Reviews)
Bed and Breakfast
 in Boston
The College Club of Boston
Internet / Wifi · Wheelchair accessible

This Bed and Breakfast in Middlesex County, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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4.7
Outstanding(25 Reviews)
Bed and Breakfast
 in Boston
The Pistachio Room (Room 2) at The Perthshire House.
2 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen / Kitchenette

Discover the beauty of Middlesex County with a stay at The Pistachio Room (Room 2) at The Perthshire House., a top rated Bed and Breakfast with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

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4.5
Excellent(404 Reviews)
Bed and Breakfast
 in Somerville
Bowers House Bed and Breakfast
Air conditioner · Internet / Wifi · Parking

Enjoy the best of Middlesex County in our Bed and Breakfast, Bowers House Bed and Breakfast. A stunning property with amenities including Air conditioner, Internet / Wifi and Parking, and more.

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4.0
Good(837 Reviews)
Bed and Breakfast
 in Cambridge
A Friendly Inn at Harvard
Air conditioner · Internet / Wifi · Parking

Indulge in a peaceful retreat at A Friendly Inn at Harvard, our elegant Bed and Breakfast in Middlesex County. Enjoy amenities including Air conditioner, Internet / Wifi and Parking, and more.

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4.5
Excellent(93 Reviews)
Bed and Breakfast
 in Somerville
The Morrison House Bed and Breakfast
Garden · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Middlesex County at The Morrison House Bed and Breakfast for $83 for your next trip.

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4.6
Outstanding(84 Reviews)
Bed and Breakfast
 in Somerville
Davis Square Inn
Garden · Kitchen / Kitchenette · Air conditioner

This Bed and Breakfast for $84 in Middlesex County, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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Vacation rentals with air conditioning in Middlesex County

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4.4
Excellent(1,006 Reviews)
Bed and Breakfast
 in Cambridge
Irving House At Harvard
Garden · Air conditioner · Internet / Wifi

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Middlesex County, at $115 per night for your next great vacation.

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4.4
Excellent(50 Reviews)
Bed and Breakfast
 in Cambridge
The Windsor Inn
Garden · Kitchen / Kitchenette · Air conditioner

This inviting Bed and Breakfast in Middlesex County can fit your needs for many types of vacations, at $77 per night.

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4.0
Good(1 Review)
Bed and Breakfast
 in Wellesley
Spacious master bedroom and bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This inviting Bed and Breakfast in Middlesex County can fit your needs for many types of vacations, at $125 per night.

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3.8
Good(142 Reviews)
Bed and Breakfast
 in Boston
Boston Lodge and Suites
Garden · Pool · Pets allowed

Indulge in a peaceful retreat at Boston Lodge and Suites, our elegant Bed and Breakfast in Middlesex County. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.

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3.8
Good(351 Reviews)
Bed and Breakfast
 in Brookline
Beacon Inn 1087
Air conditioner · Internet / Wifi · Parking

Discover the beauty of Middlesex County with a stay at Beacon Inn 1087, a top rated Bed and Breakfast with amenities such as Air conditioner, Internet / Wifi and Parking, and more.

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3.3
Average(250 Reviews)
Bed and Breakfast
 in Brookline
Beacon Inn 1750
Air conditioner · Internet / Wifi · Parking

Indulge in a peaceful retreat at Beacon Inn 1750, our elegant Bed and Breakfast in Middlesex County. Enjoy amenities including Air conditioner, Internet / Wifi and Parking, and more.

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Bed and Breakfast
 in Boston
Private Bedroom Near Boston
Air conditioner · Internet / Wifi · Parking

When traveling to Middlesex County, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $101 per night.

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4.6
Outstanding(307 Reviews)
Bed and Breakfast
 in Worcester
Vida Boutique Inn
Garden · Air conditioner · Parking

This inviting Bed and Breakfast in Middlesex County can fit your needs for many types of vacations, at $98 per night.

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Bed and Breakfast
 in Boston
One bedroom basement unit in a convenient location
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Enjoy the best of Middlesex County in our Bed and Breakfast, One bedroom basement unit in a convenient location. A stunning property with amenities including Air conditioner, Internet / Wifi and Kitchen / Kitchenette, and more.

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Bed and Breakfast
 in Boston
Charming Room
Garden · Kitchen / Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Middlesex County? This Bed and Breakfast offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Balcony / Patio, and more.

$$$$
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4.3
Excellent(6 Reviews)
Bed and Breakfast
 in Boston
Boston Luxury Condo Style Rooms
Air conditioner · Internet / Wifi · Parking

This inviting Bed and Breakfast in Middlesex County can fit your needs for many types of vacations, at $81 per night.

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Bed and Breakfast
 in Everett
Boston shot stay 1
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for the perfect place to call home during your trip to Middlesex County? This Bed and Breakfast offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Kitchen / Kitchenette, and more.

$$$$
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Bed and Breakfast
 in Newton
Modern Comfort with Old Charm
Garden · Air conditioner · Internet / Wifi

Looking for a memorable stay in Middlesex County? Our Bed and Breakfast might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Parking, and more during your stay.

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