Holiday rentals with a patio in Brookline

Luxury24.9 - Boston Landing - Allston Yards

Enjoy a luxurious experience with a view at this centrally-located Home. 2025: Newly listed with brand new furnishings: new beds, chairs, countertops, etc. Perfect spot in the Allston BU neighborhood. Just next to the intersection of North Beacon Street & Cambridge Street. Plethora of amazing bars, lounges, cafes, & sandwich shops. Some of the best Korean & Mediterranean restaurants in Boston. Fast wifi. Smart TV. Laundry in unit. Gym. Parking spot. central AC/Heat. Elevator. And much more.

Boston 5BR Home w/Free Parking & Yard-Sleep 12

Step into the spacious 3,000-square-foot 5BR 2.5BA getaway in the scenic Fort Hill neighborhood. It promises a relaxing retreat just a few mins from Fenway Park, the Longwood Medical Area, downtown Boston, universities, restaurants, shops, and much more. Families, leisure, and business guests will be left in awe of this lovely haven's unique design and rich amenity list. ✔ 5 Bedrooms ✔ Relaxing Living Area ✔ Chef's Kitchen ✔ Backyard ✔ Workspace ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

New 3 bedroom, 2 bath unit, meadow view!

Located on the 2nd floor of a brand-new building, this modern unit is perfect for family and group trips! Living in this quiet, residential neighborhood, you will be minutes away from many universities (BC, BU, Harvard, MIT, NEU, etc.), downtown Boston, and many major attractions (Boston Common, Newbury Street, Freedom Trail, etc.). Relax and enjoy the peaceful meadow views at the back of the building. Subway stations, bus stops, and restaurants and grocery store are within walking distance!

Inn at Newton Highlands, Suite 2, Apartment-Hotel

This gorgeous 1,800 sq. ft. 3 bedroom, 2 1/2 bathroom suite at The Inn at Newton Highlands is impeccably designed and decorated. It occupies the second and third floors of the building and immerses you in luxury and style. Its private 800 sq. ft. deck offers stunning views of the village. The space comes with a bonus room. This suite is one of several luxury suites in a small boutique Inn located in the heart of Newton Highlands in a beautiful , fully remodeled historic building.

Bright Family Oasis Near Boston w/ Parking

Bright, plant-filled oasis in a quiet Medford neighborhood just minutes from Boston, with easy access to transit and free parking. Guests return again and again for the spotless cleanliness, curated art, and true “home away from home” feel. Enjoy a fully equipped chef’s kitchen and private backyard. Perfect for exploring the city, then relaxing in a peaceful, beautifully designed space. Or working from home. Conveniently located for day trips to Salem, Cambridge and downtown Boston.

Sunlit Brookline Victorian.

Centrally located on a quiet residential street within a short, pleasant walk to local shops, cafes, restaurants, museums, Boston College, Boston University, Longwood Medical area, and Fenway Park. Washington Square T-stop is around the corner, connecting with the rest of metro Boston. Whole Foods, Trader Joe's, and Star Market are within 10 minutes walk. An easy ride to Logan Airport or historical towns of New England. Free two car garage parking, back porch dining area.

Hipster Basecamp | Fireplace • Views • Parking

Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. Enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase. (*note: record player is currently out of order)

Charming 3BR Boston Stay Garage + EV + Pool Table

✨ Welcome to The Enchanted Willow — a Boston stay minutes from downtown. 25 min to Gillette Stadium ⚽ • 10-min walk to train • 4-min walk to bus • walk to cafés, restaurants & Roche Bros Private garage parking + EV charger (rare in Boston) + pool/ping pong table. Quiet neighborhood with vintage New England charm—perfect to unwind after a full day out. Ideal for families, couples, or friends. Traveling with a larger group? Ask about our second unit—up to 14 guests.

2BR Spacious Yacht - Heat & AC- On Freedom Trail

The coolest way to stay in Boston: not a water view — you're ON the water. Carpe Diem II is a yacht in Charlestown Navy Yard with 2 queen staterooms, each with a private bathroom and shower, for up to 4 adults. Fall asleep to the harbor rocking you, have dinner and cocktails on the aft deck as boats cruise past, and stay comfortable with central A/C and heat. The Freedom Trail, North End, and Downtown are steps away. Hotels have views. You'll have the harbor.

All new 2-bedroom garden apartment on great block.

Private, architect designed two-bedroom apartment in the Sumner Hill section of Jamaican Plain. Perfectly located with easy access to Centre Street shopping and restaurants, Green Street subway station, the southwest corridor bike path and other outdoor destinations such as Jamaica Pond, the Arnold Arboretum and Franklin Park. Parking on Sedgwick Street right in front of house with no permit required or, if needed, tandem parking in shared driveway.

Your own cottage in the city

Whether you need to relax, be productive, or have a safe home base for your adventures, the Sowden cottage has you covered. Nestled near the heart of Roslindale, the cottage is a short walk to shopping and dining and is near easy transportation to every part of Boston. It's the perfect place to call home while you work, visit family, or experience the city we love. Whatever brings you to Boston, we look forward to welcoming you at the cottage!

1400sqft:1 min>T&Washington Sq/Sleeps8/4Bed2Bath

Welcome to your Brookline retreat — a bright, spacious 4-bedroom, 2-bath home designed for comfort, convenience, and group travel. With large windows, warm hardwood floors, modern furnishings, and multiple living spaces, this home is perfect for families, friends, business travelers, and visitors to Boston’s nearby universities and hospitals. Enjoy a fully equipped kitchen, designated dining room, cozy living room, and private balcony.