Vacation rentals with breakfast in Brookline

Central Penthouse City Skyline Views, Gym sleep 8

MassLiving Dot Com offers a wide range of furnished apartment homes in Boston and Cambridge. Near MIT and Harvard. Breathtaking views of Cambridge Central Square from the building terrace! Welcome to your new home comes with Gym and Terrace and Parking! The Condo: → Lightning Fast Wi-Fi → Lux memory foam mattress beds → Dedicated Workspace → Full Kitchen → Washer & Dryer → Full Size Gym 24/7 → Elevators → Folding beds - Baby Crib and High-chair (upon request) Ready for a great experience?

Value · Location · Nearby

sofa-bed w 3” foam pad, b’room, bath & work space

A 3rd-floor bedroom has a fold-down sofabed with a futon mattress, 3” foam pad, flannel sheets now, draperied windows facing north, closet spaces, small writing desk and dresser. Private rear-door coded entrance. Complete bathroom w shower, mini-fridge, microwave oven and work space. Free wi-fi. Free on-street summer parking; from January 1 an overnight winter parking ban is in place til March 1. If you have a car we’ll provide a space for you. A new ductless mini-split provides AC /heat

Family · Location · Quiet

J&K's BnB .... Private studio Airbnb with parking

Our non-smoking private Studio Bnb is located by the airport in Point Shirley; a small safe seaside community. Daily continental breakfast is provided. No cooking allowed, kitchenette with a microwave, coffee maker, a refrigerator. Private bathroom with corner shower, free 5G wireless WiFi, RokuTV, one car off-street parking. Due to our severe medical health allergies to animal hair, fur & feathers, Airbnb has granted us an exemption not to host guests service or emotional support animals.

Location · Family · Nearby

Soccer field 4v4 Home, beauty in and out to enjoy!

Host your World Cup 2026 crew near Gillette Stadium and Boston. This fan group friendly home has a private 4v4 turf soccer field, fire pit, grill, outdoor shower + lounge. Inside: Open concept with fireplace for entertainment. 5 huge bedrooms sleep 10+. Central A/C, heated floors, fast WiFi, smart TVs, full kitchen. Short drive to Gillette Stadium for matches. 20 min to Boston for sightseeing. Half a block from the T for match-day transit. Book your squad now — World Cup dates go fast.

Location · Air conditioning · Accuracy

Two bedrooms, full bathroom, and breakfast room

We offer the entire second floor of our home: two bedrooms, each with a queen-size bed, a full bathroom, and a well-stocked breakfast / snack room. We are located literally seconds off Rt. 128 / I-95, in a quiet, secluded area. Our deck, gardens and grounds (which include a pond, birdfeeders, and, perhaps, wildlife sightings) are available for your enjoyment. You will have complete privacy in your quarters, but we will be close at hand should you need advice or service. Gretje and Bob

Family · Location · Check-in

Stay safe in the heart of Beacon Hill in Boston.

This is true Beacon Hill. Right next to iconic Acorn street! Cozy, clean, quiet apartment. This spacious 1 bedroom apartment includes a comfortable queen bed , 1 full bath room, a sofa, a large flatscreen TV, and high-speed wifi. The kitchen is fully equipped with everything to cook simple meals, included coffee maker, microwave, pots/pans and toaster etc... Location is unbeatable, walking distance to the T, the Boston Commons, restaurants, city tours, night life, and more!

Family · Location · Getting around

City Chic Condo

Modern 2-Bed, 2-Bath Condo Enjoy luxury living just minutes from downtown Boston in this brand-new, hotel-style condo. Featuring a spacious open layout, full-size kitchen, and private patio with stunning city and sunset views. This stylish home includes air conditioning, heating, in-unit washer and dryer, and access to modern amenities. Family-friendly and located in the vibrant Roxbury/Dorchester area — close to everything you need for a comfortable, convenient stay.

Family · Location · Layout

Apartment 1BR mins from JFK/UMASS free parking

Airbnb Superhost offering meticulous and spacious 1 bedroom 1 bath, queen bed plus sleep sofa and airbed (please request it when booking). Free street parking or in the driveway, free laundry, full kitchen, hardwood and tile floors. Wireless internet, smart TV. 10 min walk to Red Line JFK/UMass station and Savin Hill station. Free parking on the street or in our driveway. Well kept front yard and back yard with porch, chairs and table.

Location · Family · Long stay

Charming home Away from Home, close to parks

This is a furnished in-law apt., 5 min. walk to stony brook station on the orange line train. Walk to great parks, blue bike rentals, shops and restaurants. Please read all the details. This is an In-law apartment, you have the whole 3rd floor to yourself, but you will pass thru the main house to get to the third floor, which has a private full bath & basic kitchenette, and can sleep up to 4.

Location · Value · TV

Serenity - 36’ Aft Cabin Carver

At Constitution Marina's Bed & Breakfast Afloat you can enjoy the ambiance, the comfort, the romance of staying ON THE WATER with all the amenities of a modern hotel, at rates as low as you'll find anywhere in Boston! For boats with 2 staterooms, there is an additional fee of $100.00 plus tax/night if the 2nd room is rented. The 2nd room is booked directly through the host.

Value · Family · Checkout

Kid Friendly, Spacious Jamaica Plain home

While we are out of town, we make our spacious and beautiful, FAMILY FRIENDLY! park adjacent home in Jamaica Plain's Parkside Neighborhood available to guest. It’s a 10 min walk to Green Street Orange Line Station or the Brewery Complex. Be downtown, door to door in 30 mins! City of Boston short term reg# STR587815 (updated 2/11/25)

Location · Family · Nearby

2 sunny guest rooms in 1920s flat amid parks+cafés

Kindly read my entire listing. If my home seems like a good fit for you, I'd love to know what brings you to Boston and whom you'll be traveling with. I offer two light-filled rooms in my airy flat in Boston's lively Jamaica Plain neighborhood, a direct bus ride from downtown, Longwood Medical Center, and Fenway Stadium.

Location · Family · Quiet