Vacation rentals in Rockland

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Top-rated vacation rentals in Rockland

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Guest favorite
A outdoor deck features a round dining table and two chairs, positioned under a large umbrella. A side chair rests nearby. The scene is complemented by a colorful seasonal welcome mat, while a view of the expansive green yard and trees is visible in the background.
Apartment in Weymouth
4.84 out of 5 average rating, 57 reviews

Spacious 1-Bed Apt. in Peaceful Weymouth W/Balcony

Spacious and sunlit 1-bedroom apartment in a peaceful Weymouth neighborhood, featuring a private balcony and relaxing views.Perfect urban retreat for relaxing or working from home, blending quiet natural beauty with excellent proximity to local seaside parks and easy Boston commuting.Open-concept layout featuring oversized windows that flood the apartment with natural light & connect directly to your private balcony offering quiet, peaceful views, perfect for morning coffee or evening unwinding.

Top guest favorite
Home in Weymouth
5 out of 5 average rating, 14 reviews

Modern Private Waterfront View Home + EV Charger

Relax waterfront view at this modern, stylish & peaceful home. Brand new furnitures & appliances. 20-25 minutes drive to downtown Boston, Encore Casino, China Town, Boston Logan International Airport. 5 minutes drive to Derby Street Shops: Popular open-air shopping & dining. Mix of national favorites, upscale brands atmosphere. It features over 60 stores & restaurants: Apple, Whole Foods, Sephora, lululemon, Shake Shack, Tatte Bakery Cafe, Local friendly amenities walk & seasonal activities etc.

Guest favorite
Guest suite in Hanover
4.92 out of 5 average rating, 108 reviews

Spacious one bedroom apartment with private patio

Spacious and private one bedroom apartment in a quiet residential neighborhood near Hanover Center minutes away to Route 3. In-law unit attached to a private residence, has a private entrance, patio with fire pit, own driveway. Comes fully equipped: king size bed, sleeper sofa, full size refrigerator, range, dishwasher, washer/dryer, cable tv, high speed internet including Netflix, HBO Max and more. Also whole house water filtration system providing clean purified water throughout the house .

Guest favorite
A bright bedroom features a spacious bed layered with a blue quilt and neutral-toned pillows. A soft area rug lies beneath, complementing the decor. Natural light floods the room through glass doors that open to a balcony, enhancing the serene atmosphere.
Loft in Abington
4.98 out of 5 average rating, 160 reviews

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.

Guest favorite
A bright living space is displayed, featuring a brown sofa, a wooden coffee table, and a large area rug. Natural light streams through large windows, illuminating the open layout that includes a kitchenette with stainless steel appliances.
Guesthouse in Weymouth
4.97 out of 5 average rating, 102 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.

Guest favorite
A small, red-roofed structure is visible in the foreground, surrounded by a neatly maintained grassy area. A white fence encloses the space, with trees and lush greenery present in the background. Two horses can be seen grazing peacefully, adding to the serene rural setting.
Tiny home in Pembroke
4.88 out of 5 average rating, 153 reviews

Tiny Farm House on a 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 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.

Guest favorite
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
4.87 out of 5 average rating, 112 reviews

Cozy Private Suite halfway between Cape & Boston

Large private room located in the Basement of a single family home. The home is conveniently located less than one minute from route 3 half way between Boston and Cape Cod. The room has a full size bed, and a euro lounger that can be used to relax and watch TV or reclyned for sleeping. There is a kitchenette located in the room which has a Fridge with top freezer, a microwave and a Keurig . The private bath is located inside the bedroom. Cool off in the pool during summer months.

Top guest favorite
The exterior of a welcoming home is shown, featuring a porch with elegant front doors. Soft lighting illuminates the entryway, while lush greenery and colorful flowers enhance the landscape, providing a warm and inviting entrance.
Apartment in Pembroke
4.99 out of 5 average rating, 144 reviews

Beautiful Lakeside Apt between Boston and Cape Cod

Beautiful apartment, with extraordinary lake views, located on a quiet street and midway between Boston and Cape Cod. Access to the lake is just feet from your back door. Enjoy grilling, swimming and the use of kayaks, canoe and standup paddle boards. 1 bed, 1 bath, can sleep 5 with a pull out queen and twin couches. Full kitchen, laundry, internet, cable. Your own access with keypad and off street parking is an added bonus. NO SMOKING OF ANY KIND IN OR OUTSIDE-NO EXCEPTIONS.

Top guest favorite
The layout of the luxury in-law suite is displayed, featuring designated spaces including a bedroom, living room, kitchen, and dining room. The dimensions of each area are noted, along with a small deck, providing an overview of the suite's structure and flow.
Guest suite in Abington
4.89 out of 5 average rating, 352 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 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

Top guest favorite
Home in Brockton
5 out of 5 average rating, 73 reviews

Hot Tub, Gazebo, Pool table & Fire Table

Spacious and family-friendly home near Boston featuring a private backyard oasis with a gazebo, pool table, fire table, and outdoor dining area. Perfect for vacations, graduations, business trips, and family gatherings. Enjoy a fully equipped kitchen, fast Wi-Fi, Smart TVs, comfortable sleeping arrangements for up to 8 guests, and free driveway parking. Relax, unwind, and create lasting memories in a space designed for comfort and connection.

Top guest favorite
A panoramic view captures the coastline under a partly cloudy sky, with the ocean stretching towards the horizon. Residential homes are visible in the foreground, surrounded by lush greenery, while the distant cityscape adds depth to the landscape.
Apartment in Marshfield
4.99 out of 5 average rating, 189 reviews

"On-top-of-the-world" breathtaking views!

Valentine's Day! How about booking a couple of away days for a Valentine surprise gift! I will throw in some helium balloons and a little extra for a cake. But book NOW! Or someone else will beat you to it. Spring and summer just around the corner. Most of June is already booked on my calendar. A good part of July and part of August. Just check my calendar!!! Booking now is the smart thing to do. Blessings! :)

Top guest favorite
The exterior entrance features light blue door framed by two windows. Adorning the door is a simple wreath. Two blue Adirondack chairs are positioned around a small round table, complemented by potted plants and nautical decor hanging nearby.
Guest suite in Scituate
4.93 out of 5 average rating, 263 reviews

Private Scituate Getaway - walk to harbor

Delightful studio apartment with private entrance off historic First Parish Road. Located a mile from Scituate Harbor, beaches, restaurants, golf course, movie theater, shops, and Greenbush train into Boston. Space includes comfortable queen-sized bed, full bathroom, sofa, cable TV and wifi. Additional amenities include ceiling fan, air-conditioning, mini-fridge, Keurig, and microwave.

Popular amenities for Rockland vacation rentals