Dorchester Vacation Rentals

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Dec 26 - Dec 28

Our top choices for Dorchester vacation rentals

1 bedroom, free WiFi, bed sheets
Trailside Stays - Tiny House in the Woods-Escape to Nature. Robin

Apartment in Dorchester

Trailside Stays - Tiny House in the Woods-Escape to Nature. Robin
10.0 out of 10, Exceptional, (1)
"Upon checking I found I'd made an error in booking a quick call to our host Bryan corrected the issue promptly and at his expense though was my own fault. The stay was nice very peaceful place great stars at night bring a telescope if you have 1 Thanks Bryan!"
United States
Robert B.
$264 nightly
The price is $288
Dec 15 - Dec 16
Total with taxes and fees
Trailside Stays - Tiny House in the Woods-Escape to Nature. Robin
Interior
Into the Woods: Discover Our Charming Rustic Treehouse in Dorchester, NH

Vacation Home in Dorchester

Into the Woods: Discover Our Charming Rustic Treehouse in Dorchester, NH
1.0 star property
$86 nightly
The price is $94
Dec 15 - Dec 16
Total with taxes and fees
Into the Woods: Discover Our Charming Rustic Treehouse in Dorchester, NH
Property grounds
Trailside Stays - Tiny House in the Woods-Escape to Nature. Cardinal

Apartment in Dorchester

Trailside Stays - Tiny House in the Woods-Escape to Nature. Cardinal
10.0 out of 10, Exceptional, (2)
"Our visit to the woods in Dorchester was the second part of our family vacation to NH, and the tiny house was clean, easy to find, and loved by the kids. Centrally located in general, we had various excursions to parks, trails, and lakes while there."
United States
Carl B.
$275 nightly
The price is $300
Dec 15 - Dec 16
Total with taxes and fees
Trailside Stays - Tiny House in the Woods-Escape to Nature. Cardinal
1 bedroom, free WiFi, bed sheets
Trailside Stays- Tiny House in the Woods-Chickadee

Apartment in Dorchester

Trailside Stays- Tiny House in the Woods-Chickadee
10.0 out of 10, Exceptional, (2)
"Nice clean private and reasonable "
United States
Alan A.
$264 nightly
The price is $288
Dec 15 - Dec 16
Total with taxes and fees
Trailside Stays- Tiny House in the Woods-Chickadee
1 bedroom, free WiFi, bed sheets
Trailside Stays - Tiny House in the Woods-Escape to Nature. Blue Jay

Apartment in Dorchester

Trailside Stays - Tiny House in the Woods-Escape to Nature. Blue Jay
10.0 out of 10, Exceptional, (3)
"Camping in comfort. Such a great little spot located right next to the Green Woodland trails. Perfect for cross country skiers!"
United States
Nicholas F.
$264 nightly
The price is $288
Dec 15 - Dec 16
Total with taxes and fees
Trailside Stays - Tiny House in the Woods-Escape to Nature. Blue Jay
1 bedroom, free WiFi, bed sheets
Trailside Stays - Tiny House in the Woods-Escape to Nature. Snow Owl

Apartment in Dorchester

Trailside Stays - Tiny House in the Woods-Escape to Nature. Snow Owl
10.0 out of 10, Exceptional, (10)
"Such a beautiful place, we will 100% be returning!"
United States
Jeremy T.
$264 nightly
The price is $288
Dec 15 - Dec 16
Total with taxes and fees
Trailside Stays - Tiny House in the Woods-Escape to Nature. Snow Owl
Deluxe Apartment, 2 Bedrooms, Kitchen | Mountain view
Cold Spring Plymouth Resort

Vacation Home in Ashland

Cold Spring Plymouth Resort
3.5 star property
9.2 out of 10, Wonderful, (161)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
$125 nightly
The price is $136
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cold Spring Plymouth Resort
Beach
The Gnome Home Cottage located near white mountain NH

Cottage in Campton

The Gnome Home Cottage located near white mountain NH
9.4 out of 10, Exceptional, (55)
"Cute place! We enjoyed it! "
United States
Aubrey W.
$270 nightly
The price is $293
Dec 15 - Dec 16
Total with taxes and fees
The Gnome Home Cottage located near white mountain NH
Private kitchen
Tenney Mountain Retreat, Plymouth & Rumney, NH

Condo in Plymouth

Tenney Mountain Retreat, Plymouth & Rumney, NH
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great hosts - very responsive and accommodating. We had a wonderful stay!"
United States
Alison H.
$233 nightly
The price is $253
Dec 15 - Dec 16
Total with taxes and fees
Tenney Mountain Retreat, Plymouth & Rumney, NH
1 bedroom, desk, free WiFi, bed sheets
Bit O Honey - Just 10 Minutes from Loon Mountain!

Vacation Home in Woodstock

Bit O Honey - Just 10 Minutes from Loon Mountain!
2.0 star property
8.4 out of 10, Very Good, (6)
"Very nice place, clean and well equiped. It’s a quiet place. Everything is perfect. The maîtresse was Very soft and confortable. We had a Very nice holliday "
Canada
nicolas g.
$175 nightly
The price is $190
Dec 15 - Dec 16
Total with taxes and fees
Bit O Honey - Just 10 Minutes from Loon Mountain!
Smart TV, fireplace, DVD player, books
Cozy Cabin Waterville Estates

Cabin in Campton

Cozy Cabin Waterville Estates
8.6 out of 10, Excellent, (8)
"Wonderful experience"
United States
Amarilis R.
Cozy Cabin Waterville Estates
Fridge, stovetop, cookware/dishes/utensils
Lumen Nature Retreat | Cabin HYGGE-AXEL

Cabin in North Woodstock

Lumen Nature Retreat | Cabin HYGGE-AXEL
10.0 out of 10, Exceptional, (2)
"Tucked away from the highway and along a beautiful river, this was a perfect place to getaway from it all and enjoy a beautiful night sky. The hosts were friendly and informative, the tiny house was warm and bright with an amazing view. The shared bath house was clean accessible. We would definitely stay again."
United States
Shanna C.
$204 nightly
The price is $217
Dec 18 - Dec 19
Total with taxes and fees
Lumen Nature Retreat | Cabin HYGGE-AXEL
Beach
White Mountain Cozy Cottage with Touch of Modern

Cottage in Campton

White Mountain Cozy Cottage with Touch of Modern
9.6 out of 10, Exceptional, (47)
"The place is well situated off the main road. Great for a young family..."
United States
Andrew
$270 nightly
The price is $293
Dec 15 - Dec 16
Total with taxes and fees
White Mountain Cozy Cottage with Touch of Modern
Interior
Luxury Tiny Home Getaway-LILAC Home

Cabin in Woodstock

Luxury Tiny Home Getaway-LILAC Home
2.0 star property
10.0 out of 10, Exceptional, (4)
"Everything was just perfect"
United States
marc
$425 nightly
The price is $461
Jan 5 - Jan 6, 2026
Total with taxes and fees
Luxury Tiny Home Getaway-LILAC Home
Outdoor spa tub
Hot Tub + Pool Table + Resort Access + Fast Wifi

Vacation Home in Campton

Hot Tub + Pool Table + Resort Access + Fast Wifi
10.0 out of 10, Exceptional, (2)
"Stayed at Hilltop with my family for 4 nights. Great house in a nice location. Easy check in and access to property manager if needed. Having access to the Waterville Estate Community Center is an added bonus!Would recommend to other families!"
United States
Jennifer C.
$401 nightly
The price is $435
Dec 16 - Dec 17
Total with taxes and fees
Hot Tub + Pool Table + Resort Access + Fast Wifi
1 bedroom, bed sheets
Lumen Nature Retreat | Cabin LYKKE-GRETA

Cabin in North Woodstock

Lumen Nature Retreat | Cabin LYKKE-GRETA
10.0 out of 10, Exceptional, (1)
$204 nightly
The price is $217
Dec 18 - Dec 19
Total with taxes and fees
Lumen Nature Retreat | Cabin LYKKE-GRETA
Terrace/patio
Serene 6-Bedroom Mountainside Chalet Retreat w/ EV Charging

Chalet in Woodstock

Serene 6-Bedroom Mountainside Chalet Retreat w/ EV Charging
9.8 out of 10, Exceptional, (12)
"very nice place"
United States
Yanky S.
$889 nightly
The price is $964
Dec 16 - Dec 17
Total with taxes and fees
Serene 6-Bedroom Mountainside Chalet Retreat w/ EV Charging
Exterior
Lumen Nature Retreat | Cabin LYKKE-KEYLA

Cabin in Woodstock

Lumen Nature Retreat | Cabin LYKKE-KEYLA
$207 nightly
The price is $220
Dec 16 - Dec 17
Total with taxes and fees
Lumen Nature Retreat | Cabin LYKKE-KEYLA
Exterior
Lumen Nature Retreat | Cabin HYGGE-MARIT

Apartment in North Woodstock

Lumen Nature Retreat | Cabin HYGGE-MARIT
$204 nightly
The price is $217
Dec 16 - Dec 17
Total with taxes and fees
Lumen Nature Retreat | Cabin HYGGE-MARIT
Indoor pool, outdoor pool
Waterville Estate chalet perfect for relaxing stays Access to Pool, Hot Tub, Gym

Chalet in Campton

Waterville Estate chalet perfect for relaxing stays Access to Pool, Hot Tub, Gym
2.0 star property
$480 nightly
The price is $521
Dec 16 - Dec 17
Total with taxes and fees
Waterville Estate chalet perfect for relaxing stays Access to Pool, Hot Tub, Gym
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

Hampton Inn White River Junction

Hampton Inn White River Junction

10/10 Excellent
"The staff was wondefully kind. Jake stayed in touch via text and helped me understand the heating which, which was boneheaded impatience on my part, but he was exceptionally patient with me. Room was clean. Breakfast was well varied. Coffee in the lobby was some of the best I've had at a hotel: robust and flavorful; not watered down. When we had to stay an extra night because of an appointment at Dartmouth-Hitchcock for our child, they applied a discount and I didn't have to ask. Everyone we interacted with was so kind, pleasant...in good spirits. They took pride in their work. Lodger comfort is clearly the number one priority here. "
Lucas 1-night trip
Posted 2 days ago
Hampton Inn White River Junction

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 $94 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.

Explore a world of travel with Expedia

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 Ashland Railroad Station Museum, or get outside and enjoy nature at Tenney Mountain. Green Woodlands Foundation and Mascoma River 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.