Holiday rentals in Holbrook

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Top-rated holiday rentals in Holbrook

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Superhost

Guest suite in Holbrook

4.69 out of 5 average rating, 32 reviews

Private, Spacious & Comfy 1 bedroom Entire Suite

Come see this freshly painted one bedroom with brand new floors, fortified protection for the winter and all seasons. Peaceful and private property. Spacious and comfy one bedroom apartment with ample living room area and sleep area. Separate entry and exit with huge backyard space with more than enough parking space. Full refrigerator, kitchen with coffee maker, microwave, stove, oven, and cooking utensils Friendly neighborhood with a lot of public amenities and retail services in the area.

Top guest favourite

Guest suite in Randolph

5 out of 5 average rating, 10 reviews

Wildwood

Wildwood is an elegant, in-law suite located in a serene residential neighborhood. The cozy living-dining area opens onto a full kitchen with large refrigerator. The elegant bedroom has a queen bed, lovely dresser and spacious closet. The bathroom offers a rain shower and standard amenities. Your in-suite washer and dryer await if needed. Your private driveway accommodates two vehicles parked in tandem, and leads directly to your private entrance. All other parking areas are reserved for use.

Guest favourite

Loft in Brockton

4.95 out of 5 average rating, 62 reviews

Modern Studio Apt with Pool

This warm and inviting, spacious basement apartment is located in the Historical west side of Brockton, prime location for all the “Hotspots” of Mass. Minutes to route 24 and 15 minutes walk or you can take the bus in front of the house to commuter rail to Boston. Perfect for long term stays! or just a few nice days of tranquility. Your home-away-from-home awaits you! You have access to heated saltwater pool and beautiful garden. Expect a quiet and relaxing environment while staying with us!

Guest favourite

Home in Randolph

4.91 out of 5 average rating, 53 reviews

Cozy 4BR Retreat in Boston – Perfect for Groups

This spacious 4-bedroom apartment is perfect for families and groups. It features clean, comfortable beds, a fully equipped kitchen, and easy access to public transit. Free street parking is available, and it's ideally located for exploring Boston’s rich history and events like the Boston Tea Party reenactment, Boston Fashion Week, and the Head of the Charles Regatta. A great choice for vacations, sightseeing, and group getaways. Book your stay now and make unforgettable memories in Boston!

Superhost

Tiny home in Pembroke

4.85 out of 5 average rating, 120 reviews

Tiny farm house on horse farm

Set in a quiet cul-de-sac at the end of our driveway, this tiny house is part of our family compound and working horse farm. We have and many animals. Enjoy your space, knowing we are just 50 yards away should you need anything. This is a true tiny house experience. The kitchenette has everything you need. The sleep loft is accessible by a ladder and has a low ceiling. Disclaimer there is no door on the toilet, which is tucked away in the kitchen area. WiFi connection is not guaranteed.

Top guest favourite

Guest house in East Braintree

4.99 out of 5 average rating, 77 reviews

Cozy Guesthouse Near T-Station - Family Friendly

Welcome to your getaway home! You are sure to enjoy a wonderful experience in this newly renovated Guesthouse Studio, situated in Weymouth Landing. • Just a 5-minute walk to the Commuter Rail station for easy access to Boston and beyond. • Explore local stores, restaurants, and bars, all within walking distance. • Only 10 minutes away from South Shore Hospital. • A short 12-mile drive to Downtown Boston. Perfect for couples, small families, groups, business stays, and long-term rentals.

Top guest favourite

Home in Brockton

5 out of 5 average rating, 39 reviews

Last-Minute Deal: Spacious, Deluxe and Cozy Stay!

Relax with the family at this peaceful place. With so many features including central air, front porch, spacious backyard and open floor plan. Situated at the end of a quiet, dead-end street, this location is commuter-friendly, close to a T-Station and major highways-perfect for trips into Boston and getaways to Cape Cod. The master suite on the second level has a private bathroom with double vanity and walk-in closet, dream on in and fall in love.

Guest favourite

Guest suite in Abington

4.88 out of 5 average rating, 331 reviews

South Shore Luxury Apartment

Luxury in-law suite with new appliances, new bed and bedroom furniture, heated bathroom floors, jacuzzi tub, electric fireplace, and off street parking just steps from your own private entrance nestled into the Ames Nowell State Park. Just minutes away from the South Shore Hospital, make this your home away from home! FireTV, Echo Studio, Wii console & games in living room for guest use. 2 hours Early Check-in/Late Check-out available $30

Guest favourite

Home in Avon

4.85 out of 5 average rating, 68 reviews

Entire Basement Suite w/ Private Bathroom

Looking for a relaxing place near Boston, but away from the hustle and bustle? Our spacious, newly renovated basement suite offers more room and comfort than your average hotel! Perfect for individuals, couples, or friends traveling together, this inviting space provides a peaceful escape while keeping you close to everything Boston has to offer. Book your stay today and experience comfort, privacy, and easy access to Boston!

Guest favourite

Private room in Avon

4.9 out of 5 average rating, 104 reviews

Bedroom-Convenient Boston Suburb (Rooster room)

This is a simple bedroom with use of a one shared full bath. Lockable door. Queen-size bed, closet, bureau, hair dryer, iron/board, mini fridge, microwave, TV, cable, with premium channels. Clean bedding, towels, shampoo and conditioner included. A/C and heat preset. Outdoor heated pool (Open till 11/1–bring swim suits), Washer and dryer (small additional fee).

Guest house in Braintree

4.72 out of 5 average rating, 78 reviews

The Pool House

Cute and quaint The Pool House has it all. A private stand alone building nestled between the main house and the pool includes a spacious 400 sq ft deck overlooking the pool. Interior updates include two new beds, all new bedding, countertops, vanity and more. The PH is conveniently located to all major highways and the Braintree Plaza. Dedicated parking.

Home in Holbrook

4.83 out of 5 average rating, 12 reviews

Hidden Gem Lake House

This lake house is a Hidden Gem! The perfect house for a getaway, visit to Boston and to explore all the local amenities. Designed for relaxation, bring your family and friends to this peaceful home. Equipped with a private and peaceful backyard, dock and firepit. This home will have you leaving your worries at the door.