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Dorchester Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Dorchester vacation rentals

Terrace/patio

3 Bedroom Chalet with Hot tub on 3 private acre in the foothills of White Mnts

3 Bedroom Chalet with Hot tub on 3 private acre in the foothills of White Mnts
Alexandria
$494 nightly
The price is $536
Jul 9 - Jul 10
Total with taxes and fees
3 Bedroom Chalet with Hot tub on 3 private acre in the foothills of White Mnts
Smart TV, fireplace, foosball

Peaceful Relaxing Lodge in Waterville Valley

Peaceful Relaxing Lodge in Waterville Valley
Thornton
9.6 out of 10, Exceptional, (74 reviews)
"Beautiful home. Great stay. "
United States
Jeremy C.
$375 nightly
The price is $406
Jul 8 - Jul 9
Total with taxes and fees
Peaceful Relaxing Lodge in Waterville Valley
Smart TV, fireplace, DVD player, books

Mountain Cabin with long range views, privacy, and more.

Mountain Cabin with long range views, privacy, and more.
Campton
9.6 out of 10, Exceptional, (9 reviews)
"Great cabin, great location with an awesome view of the mountains "
United States
Kevin D.
$313 nightly
The price is $340
Jul 20 - Jul 21
Total with taxes and fees
Mountain Cabin with long range views, privacy, and more.
Exterior

Lumen Nature Retreat | Cabin HYGGE-EBBE

Lumen Nature Retreat | Cabin HYGGE-EBBE
North Woodstock
8.0 out of 10, Very Good, (1 review)
"We really enjoy coming to stay at Lumen because it’s tucked away in a quiet, wooded area with a beautiful pond and a river. The tiny cabins are always clean and beautiful with lots of windows and even a dog bed and bowl if you’re traveling with your pet. The only drawback this trip is that there was a wedding just on the other side of the trees from our cabin, so it would have been nice to know to expect that in advance. The good news is that they were quiet by the regular quiet hours. We also...
United States
Shanna C.
$330 nightly
The price is $352
Jul 15 - Jul 16
Total with taxes and fees
Lumen Nature Retreat | Cabin HYGGE-EBBE
Dining

Wellington SP, Newfound Lake 20 min drive, Breakfast Included, Shared Bath

Wellington SP, Newfound Lake 20 min drive, Breakfast Included, Shared Bath
Alexandria
$185 nightly
The price is $201
Jul 8 - Jul 9
Total with taxes and fees
Wellington SP, Newfound Lake 20 min drive, Breakfast Included, Shared Bath
Interior

Luxury Tiny Home Getaway-LILAC Home

Luxury Tiny Home Getaway-LILAC Home
Woodstock
10.0 out of 10, Exceptional, (4 reviews)
"Everything was just perfect"
United States
marc
$430 nightly
The price is $467
Jul 12 - Jul 13
Total with taxes and fees
Luxury Tiny Home Getaway-LILAC Home
Beach

White Mountain Cozy Cottage with Touch of Modern

White Mountain Cozy Cottage with Touch of Modern
Campton
9.4 out of 10, Exceptional, (53 reviews)
"The cottage was perfect for our long weekend getaway. It was more spacious than expected and convenient location. The host is very responsive and accommodating. Would stay again!"
United States
Emily F.
$277 nightly
The price is $301
Jul 8 - Jul 9
Total with taxes and fees
White Mountain Cozy Cottage with Touch of Modern
Fridge, microwave, oven, stovetop

Come in & cozy up in beautiful lodge in Waterville Valley.

Come in & cozy up in beautiful lodge in Waterville Valley.
Campton
9.6 out of 10, Exceptional, (40 reviews)
"Super cozy. A little cold in that downstairs bedroom, but other than that the facilities were great! Wonderful kitchen and a great space upstairs for board games."
United States
John C.
$388 nightly
The price is $420
Jul 9 - Jul 10
Total with taxes and fees
Come in & cozy up in beautiful lodge in Waterville Valley.
1 bedroom

Lumen Nature Retreat | Cabin LYKKE-BJORN

Lumen Nature Retreat | Cabin LYKKE-BJORN
Woodstock
$380 nightly
The price is $407
Jul 20 - Jul 21
Total with taxes and fees
Lumen Nature Retreat | Cabin LYKKE-BJORN
Terrace/patio

Safari Tent Site 12 | 1 King Bed | Woods View

Safari Tent Site 12 | 1 King Bed | Woods View
Woodstock
10.0 out of 10, Exceptional, (1 review)
"The Lumen Nature Retreat was a fantastic choice for a first time camper, like myself. The campsite was a perfect retreat at the end of a day of hiking, and provided the comforts of a beautifully maintained bathroom/shower that was a quick walk from my site. The safari tent was a great choice too, with plenty of space to get settled with a nice comfy bed to rest at the end of a long day. The fire pit was also a great way to warm up on a nice crisp fall day too. Also, communication with with staff...
United States
Greg P.
$267 nightly
The price is $281
Jul 15 - Jul 16
Total with taxes and fees
Safari Tent Site 12 | 1 King Bed | Woods View
Property grounds

A-Frame Site 34 | Queen Bed | Brook View

A-Frame Site 34 | Queen Bed | Brook View
Woodstock
$190 nightly
The price is $202
Jul 13 - Jul 14
Total with taxes and fees
A-Frame Site 34 | Queen Bed | Brook View
Exterior

Lumen Nature Retreat | Cabin HYGGE-LINNEA

Lumen Nature Retreat | Cabin HYGGE-LINNEA
North Woodstock
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay and our 5 month old lab loved the brook! We would definitely stay here again!"
United States
Jessica W.
$203 nightly
The price is $215
Jul 8 - Jul 9
Total with taxes and fees
Lumen Nature Retreat | Cabin HYGGE-LINNEA
Deluxe Apartment, 2 Bedrooms, Kitchen | Mountain view

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (226 reviews)
"nice place to stay while xc ski"
United States
Julia
$193 nightly
The price is $209
Jul 20 - Jul 21
Total with taxes and fees
Cold Spring Plymouth Resort
Smart TV, fireplace, DVD player, books

Cozy Cabin Waterville Estates

Cozy Cabin Waterville Estates
Campton
8.4 out of 10, Very Good, (10 reviews)
"Every thing you need, not fancy but cozy. "
United States
Adam D.
$501 nightly
The price is $544
Jul 12 - Jul 13
Total with taxes and fees
Cozy Cabin Waterville Estates
Property grounds

Luxury Tiny Home Getaway- IRIS Home

Luxury Tiny Home Getaway- IRIS Home
Woodstock
10.0 out of 10, Exceptional, (6 reviews)
"Perfect location, and absolutely beautiful place! "
United States
Logan S.
$425 nightly
The price is $461
Jul 14 - Jul 15
Total with taxes and fees
Luxury Tiny Home Getaway- IRIS Home
Sauna

6 Mi to Polar Caves! All-Season Getaway w/ Sauna

6 Mi to Polar Caves! All-Season Getaway w/ Sauna
Plymouth
$332 nightly
The price is $358
Jul 13 - Jul 14
Total with taxes and fees
6 Mi to Polar Caves! All-Season Getaway w/ Sauna
Exterior

Safari Tent Site 9 | 1 Queen Bed & 1 Bunk Bed | Pond View

Safari Tent Site 9 | 1 Queen Bed & 1 Bunk Bed | Pond View
North Woodstock
$236 nightly
The price is $251
Jul 13 - Jul 14
Total with taxes and fees
Safari Tent Site 9 | 1 Queen Bed & 1 Bunk Bed | Pond View
House (1 Bedroom) | Interior

6 Mi to Polar Caves! All-season Getaway w/ Sauna

6 Mi to Polar Caves! All-season Getaway w/ Sauna
3.0 star property
Plymouth
$334 nightly
The price is $363
Jul 13 - Jul 14
Total with taxes and fees
6 Mi to Polar Caves! All-season Getaway w/ Sauna
Property grounds

Safari Tent Site 4 | 1 King Bed | Pond View

Safari Tent Site 4 | 1 King Bed | Pond View
Woodstock
$186 nightly
The price is $197
Jul 8 - Jul 9
Total with taxes and fees
Safari Tent Site 4 | 1 King Bed | Pond View
Property grounds

Safari Tent Site 5 | 1 King Bed | Pond View

Safari Tent Site 5 | 1 King Bed | Pond View
North Woodstock
$186 nightly
The price is $197
Jul 9 - Jul 10
Total with taxes and fees
Safari Tent Site 5 | 1 King Bed | Pond View
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.
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Top Dorchester Hotel Reviews

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"So, I'll say that my stay was well worth the money. The room was clean, and I have no complaints about the staff as the lady at the counter was welcoming and respectful. My one gripe would have to be the AC unit which worked continuously, which I was happy about. The one issue I had with it was my inability to adjust the temperature setting, but who knows - that could have been on me. The fireplace was lovely and it added a comforting touch to the room. All in all, this is certainly a place to consider when in the area."
Mitchell 1-night trip
Posted 6 hours ago
Fireside Inn & Suites West Lebanon

Find out more about Dorchester

Everything you need to know about Dorchester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dorchester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dorchester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dorchester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dorchester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dorchester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $209 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dorchester rentals

At Expedia, we put the best Dorchester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Dorchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dorchester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dorchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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, an outdoor tennis court, 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. Make the most of the hot tub in this rental home to help you unwind.

What’s there to see and do in Dorchester?

While exploring the area, visit family-friendly sights like Paradise Point Nature Center, or get outside and enjoy nature at Mascoma State Forest. 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.