Guest house holiday rentals in Middlesex County
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Middlesex County
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Middlesex County
Family-friendly guest house rentals
Guest house in Boston
4.85 out of 5 average rating, 40 reviewsAiry new apt for 2-6. Near subway. Free parking.
Guest house in Boston
4.78 out of 5 average rating, 117 reviewsBoston’s Luxury Cellar Apartment, Comfy & Cozy
Guest house in Somerville
4.94 out of 5 average rating, 191 reviewsPrivate room w/ private bath - single family house
Guest house in Newton
4.95 out of 5 average rating, 138 reviewsCarriage Hse studio, pvt bath+entr
Guest house in Dedham
4.95 out of 5 average rating, 173 reviewsCountry Cottage in the City
Guest house in Shrewsbury
4.72 out of 5 average rating, 198 reviewsA Comfy Hilltop Home
Guest house rentals with a patio
Guest house in Malden
4.81 out of 5 average rating, 48 reviewsNorthern Suburb
Guest house in Sterling
4.91 out of 5 average rating, 43 reviewsNew England Central Retreat
Guest house in Melrose
4.97 out of 5 average rating, 62 reviewsJimmy & Donny's AirBnB
Guest house in Lowell
5.0 out of 5 average rating, 7 reviewsPrivate guest house
Guest house rentals with a washing machine and dryer
Guest house in Newton
4.99 out of 5 average rating, 68 reviewsSunny 1BR w views, close to BC and Boston
Guest house in Melrose
5.0 out of 5 average rating, 57 reviewsModern, Cute 2 BR Carriage House North of Boston
Guest house in Cambridge
4.87 out of 5 average rating, 15 reviewsBeautiful Cambridgeport Apartment (Central Square)
Guest house in Shrewsbury
4.75 out of 5 average rating, 44 reviewsLovely & Spacious 2 BR (W/KING/QUEEN beds) 2 BTH.
Guest house in Westford
4.99 out of 5 average rating, 96 reviewsCharming 1880 Historic Carriage House
Guest house in Framingham
5.0 out of 5 average rating, 6 reviewsEnchanted Cottage on 5 Acres
Guest house in Billerica
4.97 out of 5 average rating, 94 reviewsThe Pool House at The Acropolis
Guest house in Watertown
4.82 out of 5 average rating, 44 reviewsWatertonwn Convenience walk to t, BU.
Destinations to explore
- Guest house rentals United States
- House rentals United States
- Guest house rentals Boston
- House rentals Boston
- Guest house rentals Cape Cod
- House rentals Cape Cod
- House rentals New Hampshire
- Guest house rentals New Hampshire
- Guest house rentals Massachusetts
- House rentals Massachusetts
- Smoking-friendly rentals Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with beach access Middlesex County
- Pet-friendly rentals Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with breakfast Middlesex County
- Loft rentals Middlesex County
- Wheelchair-accessible rentals Middlesex County
- Beachfront rentals Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with a cinema Middlesex County
- House rentals Middlesex County
- Apartment rentals Middlesex County
- Fitness-friendly rentals Middlesex County
- Rentals with a fireplace Middlesex County
- Rentals with pools Middlesex County
- Townhouse rentals Middlesex County
- Private suite rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Rentals with an EV charger Middlesex County
- Rentals with a kayak Middlesex County
- Rentals with a patio Middlesex County
- Flat rentals Middlesex County
- Monthly Rentals Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Rentals with lake access Middlesex County
- Rentals with an accessible-height bed Middlesex County
- Waterfront rentals Middlesex County
- Bed and breakfasts Middlesex County
- Rentals with a firepit Middlesex County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom