Pet-friendly vacation rentals in Milton

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Relax in the Bostonian, a stylish, pet-friendly apartment on the semi-basement level of a charming multi-family house. The apartment is air conditioned & overlooks a beautiful patio and backyard. Located in quiet Hyde Park neighborhood, a 30 minute drive into downtown Boston. Plenty of free streetside parking. Private in unit laundry. Professionally cleaned. Room 1: Queen size bed Room 2: Queen size bed Room 3: Living room couch, TV, electric fireplace Dining room: includes two wall arcades

Next to Boston & Beach, King Beds, Free Parking+EV

Enjoy a comfortable stay in this clean and modern 4-bedroom 2-bath home less than a 10 min walk to the beach and convenient access to Boston by car (15-25min) or public transportation (30-45min). It's a spacious 2000sqft that was recently remodeled, retains plenty of character with many large windows. It is perfect for families, professionals, students, working from home, or anyone relocating to the area. It's stocked with everything you need so you can move right in with just your suitcase.

Modern home 22 min Boston, 20 min Gillette Stadium

Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and limited on-street parking. Pet friendly!

FREE Parking, Cozy Kid-Friendly Near Adams Park

🔥 SPECIAL OFFER: SAVE UP TO 30% ON SELECTED STAYS! Step into a bright, modern townhouse designed for comfort, space, and effortless living. Ideal for family getaways, business trips, or group stays, this home combines upscale finishes with thoughtful amenities to make every stay smooth and enjoyable. ★ Convenient Parking ★ Baby crib provided – kid-friendly ★ Central A/C & heating ★ High-speed Wi-Fi ★ Fully equipped modern kitchen ★ Fresh linens, towels & essential toiletries ★ Washer & dryer

FREE Parking & Cozy 3BR/2BA Near Boston + AC, W/D

✨ Peaceful Milton Retreat | 5 Min to Blue Hills Reservation | 18 Min to Downtown Boston | Perfect for Nature Lovers & City Explorers | Quiet Neighborhood Escape to a peaceful summer retreat in Milton — perfect for hiking, scenic trails, outdoor adventures, and relaxing nature walks. • Blue Hills Reservation – 5 min (skiing, snowboarding, scenic winter trails) • Milton Village – 7 min (cafés & restaurants) • Quincy Center – 17 min • Downtown Boston – 18 min (easy access by car, bus & subway)

Entire home 3 miles from Gillette, sleeps 7.

Large yard, great for pets, this 3 BR/5 bed, well maintained home is situated 30 Minutes to Boston & Providence RI, 3 miles to Gillette Stadium & the commuter rail. Home is surrounded by many Pine trees, set back from the main road, on corner of a Cul de Sac good for walking and peace and quiet. Everything you need should be there, this was family's private residence now an Airbnb. Sit back & relax in the yard listening to the birds & enjoying nature all while being minutes to everything!

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

Spacious, Comfy Colonial minutes to Boston

Elegant and comfortable living at its best in this 2600 sq. ft. colonial home. The warm and inviting space is an ideal retreat whether visiting your student at Milton Academy or Curry College, visiting Boston, or remodeling your home. 3 levels of large, open, and beautifully decorated rooms, central A/C, off-street parking & minutes from Boston. Sip your morning coffee on the patio and relax by the fire pit in the evening or watch tv in the finished basement. Great for family/business/fun!

Beautiful 3BR Home by the Water - Family Friendly

Welcome to our newly renovated 3-bed, 2-bath single-family home nestled in a serene and welcoming neighborhood in North Weymouth: • Walk to Wessagusset Beach and George Lane Beach • Just a 2-mile drive to Hingham Shipyard's dining, shops, and commuter boat to Boston • 11 miles from Downtown Boston • 3 miles from commuter rail or subway stations (bus #220, a 2-minute walk, takes you to Quincy Center or Hingham Shipyard) Ideal for families or groups seeking relaxation and easy city access.

Guest Suite in Milton

This private suite features 2 comfortable bedrooms with cozy bedding. The suite includes a fully equipped kitchenette stocked with essentials for preparing meals. A clean, modern bathroom is supplied with fresh towels and basic toiletries for your convenience. It’s perfect for small families, couples, or business travelers. Enjoy complete privacy with your own separate entrance from the main house, allowing you to come and go as you please without disturbance.

Private Base: Boston Medical, BC, The CountryClub

If you're looking for a comfortable and convenient home base in Boston, you'll love this place! This spacious apartment features two parking spots, Private decks, a full kitchen, and laundry facilities. It's within walking distance of the Boston College campus and The Country Club and minutes from the D-Line, Star Market, Market Basket, CVS, and the Boston Medical Area & Dana Farber. The host is always available for support, so you'll feel right at home!

Modern 3BR Beach Townhouse - Easy Downtown Access

✨ Spacious 3-Bedroom Boston Townhouse | Sleeps 12+ | Workspace & Fast Wi-Fi | Perfect for Families, Groups & Business Travelers | Near I-93 & Logan Airport | Easy Downtown Access ★ 2 full bathrooms + half bath ★ Dedicated workspace & fast Wi-Fi ★ Fully equipped kitchen ★ 55” HDTV with Roku ★ Central A/C & heating ★ Baby crib ★ Basement laundry. Conveniently located near I-93, Logan Airport, Downtown Boston, shopping, restaurants & cafés.