Holiday houses in Holbrook

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Location · Value · Comfort

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 abundance on-street parking. Pet friendly!

Family · Location · Comfort

Leisure | Business| Getaway| Downtown Brockton

Experience a stylish getaway in downtown Brockton, conveniently located near the highway and public transportation. This newly renovated, contemporary home is designed to be your perfect home away from home. Enjoy modern amenities and thoughtful touches throughout the home, including a fully equipped kitchen, comfortable living area and cozy bedrooms that ensure a restful stay. Whether you're here for business or leisure, you'll find everything you need for a relaxing and enjoyable experience.

Location · Family · Sleep quality

Modern, Naturally lit Loft

Enjoy a quiet getaway, with private entrance, in a private loft apartment situated in South Shore, MA. The loft is a large, open floorplan flooded with natural light. Enjoy nature walks at the Abington/Hanover rail trail for a great morning walk or a nice evening on the private balcony. There is a small kitchen in the loft at your disposal. We have a parking space in front of the house, fast WIFI, and a designated desk for work if you need it. This loft Is amazingly comfortable and peaceful.

Location · Value · Access

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.

Value · Location · Kitchen

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.

Family · Location · Layout

Modern Upper-Level Oasis Minutes to Boston Stadium

Perfect for families or friends, this bright and stylish 3-bedroom upper level features a brand-new renovated kitchen with new appliances, a cozy living room with an electric fireplace, dining area, private laundry, a large deck, and 2 driveway parking spaces. Peaceful neighborhood near Boston and Gillette Stadium, quick access to the highway and Commuter Rail station to Boston in a 1/2 hour. The host lives on-site in the lower level of the house and is available for assistance if needed.

Location · Family · Check-in

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 and an Echo Studio, all lights are controlled by Alexa. This apartment is not suitable for children. 2 hours Early Check-in/Late Check-out available $30

Location · Family · Decor

Quiet 1BR • Wi-Fi • Parking Included • In Randolph

Private 1BR basement near Randolph Center. Close to restaurants, fast-foods, cafés and a luxury cinema. Independent entrance with stairs, living room with TV, dining area, equipped kitchen, queen bedroom and renovated bathroom with walk-in shower. Wi-Fi included and parking for 2 cars. Great for short or long stays, ideal for couples, professionals and travelers seeking comfort and value.

Location · Hospitality · Indoor spaces

The Beach House, Crescent Beach

Enjoy the fun and beauty of the Cape without the traffic and hungry sharks! Relax with the whole family at this beautiful ocean front home on the South Shore with spectacular views and direct access to a semi-private, neighborhood beach. Gaze at the ocean while relaxing on the elevated porch or from anywhere on the first floor.

Family · Location · Backyard

Hidden Gem Lake House (3BR 2.5BA)

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.

Family · Location · Sleep quality

Sleeps 6 | 25 Min to Gillette Stadium | Fire Pit

Stay just 25 minutes from Gillette Stadium for the 2026 World Cup ⚽✨ This cozy boho bungalow is perfect for groups, families, and game-day getaways. Sleeps 6 comfortably with a large fenced yard (pet-friendly 🐾), fire pit, and private backyard hangout space to relax after the games.

Location · Family · Cleanliness