Pet-friendly holiday rentals in Medford

4.89 out of 5 average rating, 140 reviews

The spacious living area showcases a comfortable grey sofa paired with a wooden coffee table. A well-equipped kitchen with wooden cabinetry and stainless steel appliances is visible in the background. Bright lighting enhances the inviting atmosphere, complemented by a Smart TV for streaming in the corner.

Apartment in Malden

3bed, 1 bath - Near Boston - Free parking

Welcome to your Malden Getaway House! Nestled in Malden, we offer convenience with Oak Grove and Malden Station nearby, plus easy access to Boston via MBTA. Explore Encore (15 min drive), enjoy nature at secluded Spot Pond(15 min walk) or Fellsmere Pond (10 min walk), and access a nearby park with everything - ideal for a memorable retreat! Our Malden Getaway House has something for everyone, whether you seek relaxation, city exploration, or peaceful nature experiences. NO PARTIES 3 beds only

WalkabilityOutdoor spacesHiking

A modern kitchen space features a central granite island with seating, professional-grade stainless steel appliances, and warm wood cabinetry. The living area is fitted with comfortable seating, vibrant decor, and large windows, allowing natural light to illuminate the space. Various angles showcase the spaciousness and inviting atmosphere.

4.88 out of 5 average rating, 365 reviews

Luxury 4BR Retreat | Walk to Shops, Dining & Fun

Step into the comfort of a beautiful 4BR 2.5BA immersed in a quiet & friendly neighborhood steps from Assembly Row & 5 minute walk to E Somerville subway. A relaxing, spacious, and modern getaway close to amazing restaurants, shops, local attractions, & landmarks. Stylish and modern design, space for the entire family & amenities that will satisfy your every need. ✔ 4 Bedrooms ✔ Fully Equipped Kitchen with professional appliances ✔ 65" TV ✔ High-Speed Wi-Fi ✔ Free Parking ✔ EV See more below!

WalkabilityOutdoor spacesCheck-in

4.98 out of 5 average rating, 221 reviews

Apartment in Arlington

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom. Private from public, patio and hot tub overlooks lake and conservation land. No stairs. Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit. $25 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

Outdoor spacesPetsBiking

4.93 out of 5 average rating, 106 reviews

A contemporary living area is showcased with a large flat-screen TV positioned on a wooden console. A cozy armchair and a plush area rug complement the warm hardwood flooring, while a framed artwork decorates the wall above. A decorative item is displayed on the console.

Apartment in Belmont

Modern Cozy 2 Bed Near Cambridge

Brand new, stylish Airbnb in Cushing Square, Belmont! If you're planning a trip to Boston and seeking a clean, contemporary Airbnb, this is the ideal spot for you. Located in the heart of the recently developed Cushing Village, right across from cafes, restaurants & shops. Mass Pike- 2 miles Watertown Square- 1 mile Star Market - 1 mile Mount Auburn Hospital- 2 miles St. Elizabeth's Hospital- 2.5 miles Harvard- 3 miles MIT- 4 miles Boston Common- 7 miles Close to Route 95, Route 93, & Route 2

PetsWalkabilitySleep quality

4.82 out of 5 average rating, 263 reviews

Condo in Somerville

Spacious, cozy home near Boston!

Stylish, spacious home 15 minutes from the heart of Boston including downtown Boston, Back Bay, Beacon Hill. Minutes away from MBTA green line (Sullivan) and orange line (Assembly). Assembly Square full of restaurants, bars and shops 5 minutes away! Short drive to Harvard/Tufts/Northeastern/BU and other major universities. - NEWLY renovated home - Brand new furniture - 3 bedrooms, 3 bathroom - Fully equipped kitchen - Fully equipped bathrooms with towels and toiletries - Professional clean

PetsOutdoor spacesHospitality

4.89 out of 5 average rating, 235 reviews

The spacious living area features warm wooden flooring and a central table with seating. Natural light enters through a nearby door, complemented by modern pendant lighting. A kitchenette is visible with a stylish shelf displaying decorative items, creating a functional yet inviting environment.

Apartment in Arlington

Dixie’s House, 1BD in Arlington

1 bedroom, family-friendly apartment in the quiet Morningside neighborhood of Arlington. Can sleep 5. Free driveway & off-street parking. King bed + queen sofa bed in living room + extra twin. 1 full bath, kitchenette with dishwasher (No Oven or Cooktop). NEW washer/dryer combo! 1 mile from the bike path and short drive to Alewife/Davis T stations. Young kids and dog live above (expect some noise). Bus route to Harvard Square nearby. Also close to Wright-Locke Farm with stunning fall hikes.

Outdoor spacesWalkabilityAmenities

4.95 out of 5 average rating, 103 reviews

Condo Free Parking/MIT/Harvard/TD Garden

Where Boston Character Lives - Just Renovated Two-Story Apartment - Free parking for 4 cars (off-street or permit) - BONUS parking before check-in/after check-out - Park and outdoor pool right outside - A/C units in every bedroom - TVs in each bedroom - 2 living rooms + office - EV charger available for a Fee - Walkable area near the T, attractions, dining, and shops This bright, stylish apartment is perfect for families, groups, and business travelers. Just a 10-minute walk to the T.

WalkabilityPetsComfort

4.86 out of 5 average rating, 165 reviews

A sunlit living room features a comfortable sofa with striped cushions and two armchairs with red accents. Soft rugs cover the wooden floor, while large windows with draped red curtains allow natural light to fill the space. A central coffee table adds functionality to the cozy setting.

Home in Medford

Sunny home minutes from Boston. Free parking.

Wonderful home with high ceilings, lots of natural light, wood flooring throughout. Lovely restored kitchen and bath with original touches from when the house was built 1928. All new appliances in the spacious kitchen. Cozy and homey dining room, living room, sun-room / office, 60" TV on 1st floor. Three comfortable bedrooms and bathroom on 2nd floor; 2 queen and 1 full. Each with an individual AC unit. 2-car off street parking. Washer/dryer. Dog allowed by request.

Outdoor spacesWalkabilityBackyard

4.87 out of 5 average rating, 325 reviews

Apartment in Everett

#5 Modern Suite w/ King Bed & Jacuzzi near Boston

Stay in this fully renovated suite featuring a King-size memory foam bed designed for your comfort. 🚗 Private driveway & entry for easy, stress-free parking. 🍳 Fully equipped kitchen with modern stainless steel appliances, including a gas stove, microwave & dishwasher. 🛁 Private bathroom with relaxing Jacuzzi tub. 🍽️ Dining area, work desk, high-speed Wi-Fi, and Smart TV for your convenience. 🌟 Relax in comfort near Boston, read our glowing 5-star reviews!

PetsWalkabilityIndoor spaces

4.88 out of 5 average rating, 172 reviews

Apartment in Woburn

Newly Finished Guest Haven in Woburn

Newly finished private 1BR guest suite in Woburn, conveniently located near Boston. Enjoy a comfortable king bed, bath, separate living room with kitchenette, private entrance, and free off-street parking. Relax in a quiet residential setting after exploring Boston or the surrounding area. Ideal for couples, solo travelers, business trips, or longer stays. Located on the lower level of our home, the suite offers a private and peaceful stay.

WalkabilityPetsComfort

4.81 out of 5 average rating, 118 reviews

The living area showcases a dark wooden coffee table, accompanied by a comfortable sofa and a desk with an office chair. A flat-screen TV sits on a low cabinet, with a decorative bowl on the table. The walls feature a fresh green accent, adding warmth to the space.

Home in Medford

Cozy Large House close to TUFTS/Harvard/MIT 4BR

Our house is nestled on a safe tree-lined, in the perfect Medford location around a traditional neighborhood. Private 1200 sq/ft 4 Bed, memory foam mattress, fast streaming TVs with a 1,000Mb speed (no cable TV), fully equipped kitchen. Sleeps 9 comfortably. Parking included. Short walk to several restaurants. Very close to Tufts, Harvard, Cambridge, Boston (14 min. by car). 8 minutes walking from Ball Square T Station (green line).

WalkabilityPetsFamily

4.92 out of 5 average rating, 130 reviews

Apartment in Everett

Luxury Grand Oasis | Pool · Gym · Parking · 2BR

Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa

WalkabilityOutdoor spacesDecor

Popular amenities for Medford pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.87 out of 5 average rating, 130 reviews

A spacious living and dining area features a dark grey sofa complemented by a textured area rug. A modern chandelier hangs above a wooden dining table surrounded by chairs. Natural light enters through sliding glass doors, leading to an outdoor space, while a wall clock and air conditioning unit are visible.

Home in Woburn

Cheerful 1-bedroom New England Ranch

WalkabilityPetsIndoor spaces

4.86 out of 5 average rating, 179 reviews

A comfortable living area features a light-colored sectional sofa adorned with textured throw blankets and pillows. A wooden coffee table sits in front, and a rattan chair is positioned beside a window. Natural light streams in, highlighting the woven wall decor.

Home in Somerville

Stylish 4br3ba Somerville Home Near Subway Access

WalkabilityPetsKitchen

4.83 out of 5 average rating, 427 reviews

A spacious bedroom is shown, featuring a black bed with a textured bedding set displaying ocean waves. A cozy armchair sits beside a radiator, and a small folding table is placed nearby. Natural light enters through a window with patterned curtains.

Home in Chelsea

10 minutes to Airport-Boston-Casino (2G)

PetsWalkabilityWi-Fi

4.97 out of 5 average rating, 117 reviews

Home in Cambridge

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

WalkabilityPetsDecor

4.78 out of 5 average rating, 247 reviews

A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.

Home in East Boston

Renovated Cozy City Getaway

WalkabilityPetsHeating

5.0 out of 5 average rating, 235 reviews

Home in Cambridge

Cozy, Spacious Home in the Heart of Cambridge

PetsWalkabilityFamily

4.95 out of 5 average rating, 145 reviews

The entrance features a spacious foyer with hardwood flooring. A console table with a lamp and decorative items is present, alongside a full-length mirror. Natural light enters through a window and the front door, enhancing the welcoming atmosphere of the space.

Home in Melrose

Upscale 5BR Family Home Near Boston

WalkabilityOutdoor spacesHospitality

4.93 out of 5 average rating, 205 reviews

The exterior of a charming brick house is presented, featuring rounded corners and a dark front door. Large windows allow natural light to enter, while greenery adorns the adjacent wall. The inviting entrance is complemented by stone steps leading to the doorway.

Home in South End

Charming South End Farmhouse - Near Northeastern!

WalkabilityOutdoor spacesAccess

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 257 reviews

A spacious outdoor area features a dining table surrounded by chairs, complemented by loungers and a hot tub. An umbrella provides shade over the seating area, while lush greenery and well-maintained landscaping create a peaceful environment. The in-ground pool is visible in the foreground.

Guesthouse in Newton

Charming 2-story private Guesthouse

WalkabilityOutdoor spacesGetting around

4.87 out of 5 average rating, 114 reviews

A spacious room features a full-sized bed with light bedding. A euro lounger is positioned in front, decorated with a soft throw. Mirrors on the opposite wall reflect the room's layout, and a window offers natural light, contributing to the overall bright atmosphere.

Guest suite in Rockland

Cozy Private Suite halfway between Cape & Boston

Outdoor spacesPetsAir conditioning

4.93 out of 5 average rating, 59 reviews

A well-maintained swimming pool is featured in the backyard, surrounded by a patio. Lush greenery and mature trees offer privacy. The two-story house is visible in the background, with large windows allowing light to enter. A basketball hoop is positioned adjacent to the pool area.

Home in Arlington

Beautiful Spacious 4BRM House!

PetsWalkabilityCheck-in

4.67 out of 5 average rating, 12 reviews

Lux 2BR w Gym Pool sleep 7 in Assembly Square

WalkabilityAccessNearby

5.0 out of 5 average rating, 3 reviews

Central 2BR Condo in Assembly with Pool, Row Gym,

AccessPoolAccuracy

5.0 out of 5 average rating, 9 reviews

Luxury 2BR in Assembly |Stunning Mystic River View

WalkabilityViewValue

4.93 out of 5 average rating, 27 reviews

Condo in Cambridge

“Luxury 2BR Cambridge | Pool + Parking”

WalkabilityComfortParking

A modern living area features large windows allowing natural light, with views of the surrounding landscape. Blue sofas provide ample seating, complemented by a wooden coffee table. A flat-screen television is positioned on a media console against the wall, with a geometric area rug underfoot.

4.85 out of 5 average rating, 40 reviews

Spacious & Modern 3BR 2BA Condo Lake, City View

WalkabilityPoolAccess

Private, pet-friendly home rentals

4.98 out of 5 average rating, 106 reviews

A welcoming living area features a marble-topped coffee table surrounded by comfortable seating. A decorative fireplace with a herringbone pattern adds warmth. Natural light filters through the space, highlighting a large mirror and a simple bouquet on the table. The kitchen is visible in the background.

Apartment in Charlestown

Designer 3-BR Apt in Historic Charlestown, Boston

WalkabilityPetsCleanliness

4.95 out of 5 average rating, 219 reviews

A modern living room features a large, gray sectional sofa positioned in front of a 55-inch smart TV. A small desk with a chair is situated nearby, and a decorative glass coffee table is placed atop a light area rug. Natural light is provided by windows adorned with white blinds.

Apartment in Malden

2-Bedroom Unit w/ Private Parking & Walk to MBTA

Outdoor spacesPetsAccess

4.94 out of 5 average rating, 262 reviews

The living area features two gray sofas positioned around a round wooden coffee table on a vibrant blue area rug. A cozy fireplace is situated against a striking red wall, complemented by a bookshelf filled with books. Natural light enters through a nearby window.

Condo in East Boston

Family Home + Near Downtown + Cool Backyard!

PetsWalkabilityGetting around

4.98 out of 5 average rating, 123 reviews

The exterior of a historic two-story building is shown, featuring blue siding and white trim. A tall tree stands at the front, providing shade, while a decorative fence encloses the property. Steps lead up to the entrance, enhancing the welcoming appeal of the home.

Condo in Winthrop

The Day-Burrill-Wadsworth-La Voix House

WalkabilityPetsAmenities

4.95 out of 5 average rating, 182 reviews

A private deck features comfortable green seating and a glass table, surrounded by colorful potted flowers. Ocean views extend beyond the railing, with trees visible in the background, creating a peaceful outdoor space for relaxation.

Apartment in Nahant

Ocean view studio with hot tub & access to Boston

PetsOutdoor spacesBarbecue

4.98 out of 5 average rating, 50 reviews

Home in Medford

Historic 5BR Near Boston w/ Private Yard + Parking

WalkabilityOutdoor spacesNearby

4.85 out of 5 average rating, 26 reviews

Condo in Davis Square

New 2BR/2BA LUXE Harvard & MIT w/Parking Red Line

WalkabilityLocationCleanliness