Dorchester Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Vacation Rentals in Dorchester

Our top choices for Dorchester vacation rentals

Cold Spring Plymouth Resort
Exterior

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (139)
"Perfect place for a family vacation in New Hampshire "
Cold Spring Plymouth Resort
Best value on Newfound Lake NH 2 day min
On the beach

Best value on Newfound Lake NH 2 day min

9.2 out of 10, Wonderful, (21)
"We had a great time staying at this house. The house was clean, had plenty of room for everyone in the group, and was a great location. "
The price is ￥23,157
￥55,117 total
includes taxes & fees
Sep 8 - Sep 9
Best value on Newfound Lake NH 2 day min
Bakerriver Tiny treehouse
Property grounds

Bakerriver Tiny treehouse

9.4 out of 10, Exceptional, (21)
"Super fun place to stay, great place to getaway for a few days"
Bakerriver Tiny treehouse
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
Exterior

Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

9.6 out of 10, Exceptional, (223)
"Cozy cabin with great privacy and great views for a large group. "
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
White Mountain riverside Treehouse
Exterior

White Mountain riverside Treehouse

10.0 out of 10, Exceptional, (1)
White Mountain riverside Treehouse
White Mountain Cozy Cottage with Touch of Modern
Interior

White Mountain Cozy Cottage with Touch of Modern

9.6 out of 10, Exceptional, (44)
"Great stay in the NH white mountains! Really enjoyed our stay! Check in and check out process was very easy. Would stay again. "
The price is ￥29,259
￥50,571 total
includes taxes & fees
Sep 29 - Sep 30
White Mountain Cozy Cottage with Touch of Modern
Renovated Bungalo Village Cottage on Crystal-Clear Newfound Lake
On the beach

Renovated Bungalo Village Cottage on Crystal-Clear Newfound Lake

9.4 out of 10, Exceptional, (102)
"Great stay. Very quite. The front porch and view made the stay. "
Renovated Bungalo Village Cottage on Crystal-Clear Newfound Lake
Cozy Cabin Waterville Estates
Smart TV, fireplace, DVD player, books

Cozy Cabin Waterville Estates

10.0 out of 10, Exceptional, (5)
"Meaghan is awesome! She is very accommodating."
The price is ￥26,730
￥69,363 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Cabin Waterville Estates
Studio Cottage Getaway Blossoms Cottage #5
Fridge, oven

Studio Cottage Getaway Blossoms Cottage #5

9.4 out of 10, Exceptional, (21)
"Loved the location, close to town for antiquing and all the local attractions."
Studio Cottage Getaway Blossoms Cottage #5
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷
Fridge, microwave, oven, stovetop

My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

9.8 out of 10, Exceptional, (10)
"Had a fun weekend with friends and Family. The house had everything that we need. The views are amazing. Thank you Joshua for hosting us. "
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷
Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views
Terrace/patio

Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

10.0 out of 10, Exceptional, (224)
"Enjoyed the peace and quiet and the seclusion of the property "
Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views
Cozy rustic cottage w/private shared beach on Newfound Lake & easy ski access
Beach nearby

Cozy rustic cottage w/private shared beach on Newfound Lake & easy ski access

9.6 out of 10, Exceptional, (24)
"My family & I had a great time, the home was located perfectly within driving distance of many attractions! Thank you for sharing your home with us! "
Cozy rustic cottage w/private shared beach on Newfound Lake & easy ski access
3 Bedroom Cottage with Private Shared Sandy Beach!!
Beach nearby

3 Bedroom Cottage with Private Shared Sandy Beach!!

8.6 out of 10, Excellent, (27)
"Beautiful landscape surrounding this cozy cottage in NH. More than enough room for a family of 6 and it has everything you need for a fun getaway. "
3 Bedroom Cottage with Private Shared Sandy Beach!!
The Gnome Home Cottage located near white mountain NH
Fridge, microwave, oven, stovetop

The Gnome Home Cottage located near white mountain NH

9.6 out of 10, Exceptional, (49)
"enjoyed my stay. Property was in a great location and everything was as advertised. "
The price is ￥23,725
￥44,757 total
includes taxes & fees
Sep 1 - Sep 2
The Gnome Home Cottage located near white mountain NH
Waterfront, dock, bring your boat
Interior

Waterfront, dock, bring your boat

9.8 out of 10, Exceptional, (22)
"Excellent stay. Cabin was just right for us. Can't beat the location. Plenty of room on the beach and a floating dock to keep the kids occupied."
Waterfront, dock, bring your boat
Charming Bungalo Village Cottage on Newfound Lake
Property grounds

Charming Bungalo Village Cottage on Newfound Lake

9.4 out of 10, Exceptional, (91)
"Really cute cottage in a prime location! Perfect for a summertime getaway!"
Charming Bungalo Village Cottage on Newfound Lake
Skiers Favorite Studio
Exterior

Skiers Favorite Studio

9.6 out of 10, Exceptional, (10)
"I really enjoyed this stay. It was exactly what I needed - a bed and a fireplace by the creek. So very relaxing, and in a decent area to explore. Thank you so much for the great stay!"
Skiers Favorite Studio
Fantastic 3-bedroom house near New Found Lake, Cardigan Mountain with great view
Interior

Fantastic 3-bedroom house near New Found Lake, Cardigan Mountain with great view

10.0 out of 10, Exceptional, (2)
"Beautiful newly renovated home. Has everything you need for a great stay. Very clean. Plenty of parking. Pretty far out there but peaceful with a great view. Would definitely stay again if we head back that way. "
The price is ￥28,230
￥80,562 total
includes taxes & fees
Sep 10 - Sep 11
Fantastic 3-bedroom house near New Found Lake, Cardigan Mountain with great view
Cozy Studio Cottage with shared private beach on Newfound Lake
Beach nearby, sun loungers

Cozy Studio Cottage with shared private beach on Newfound Lake

9.4 out of 10, Exceptional, (51)
"Just a great experience"
Cozy Studio Cottage with shared private beach on Newfound Lake
Peaceful Nest / Nirvana Amidst Trees
Exterior

Peaceful Nest / Nirvana Amidst Trees

9.8 out of 10, Exceptional, (111)
"Great place great people "
Peaceful Nest / Nirvana Amidst Trees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dorchester Hotel Reviews

Find out more about Dorchester

Find out more about Dorchester

Search for holiday rentals in Dorchester on Expedia! You can easily find your home rentals, villas, holiday apartments in Dorchester using one of the methods below:

  • View our selection of featured holiday rentals in Dorchester
  • Use the map to find apartments and other holiday homes in the Dorchester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dorchester while they last

Look no further and take a look at our great range of rental properties in Dorchester!

Frequently asked questions

Can I find vacation rentals in Dorchester?

Yes, we give you a choice of vacation rentals near well known local attractions in Dorchester, or you can go with a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Dorchester has to offer?

Cold Spring Plymouth Resort: This vacation home rental near Dorchester is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. You can relax into your vacation with an outdoor tennis court and a hot tub.

What’s there to see and do in Dorchester?

While exploring the area, visit family-friendly sights like Rhino Bike Works, or get outside and enjoy nature at Tenney Mountain. Green Woodlands Foundation and Cummins Pond Wildlife Management Area are other places to visit while you're in town.

What’s a vacation rental in Dorchester like?

Vacation rentals are private properties where you can stay for several days or longer in Dorchester. Vacation rentals feature extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.