Hartland Holiday Rentals

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Holiday Rentals in Hartland

Peace and quiet on the lake

9.6 out of 10, Exceptional, (198)
"Great trip to Berkshires! Had so much fun. Great property and our dog loved the backyard. We were so happy it was fenced. "
Peace and quiet on the lake

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (209)
"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Pristine Home In Becket Woods

10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (9)
"Enjoyed the foliage and some nice hikes. House was comfortable and clean. Owner was responsive and helpful. We arrived at night and had trouble locating the property when our gps failed. Owner was helpful guiding us to the house. I suggest arriving in the light of day. "
Berkshires Cabin 2 Mi to Appalachian Trail!

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.8 out of 10, Exceptional, (37)
"Beautiful property located in the woods with plenty of privacy. 3 floors with a lot of elbow room and a tennis court also! Very good communication with the owners with easy check in/check out instructions. "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Quintessential 6-BR Berkshires Lodge

9.8 out of 10, Exceptional, (8)
"The house was perfect for our group of couples and young kids. Large bedrooms and beautiful property "
Quintessential 6-BR Berkshires Lodge

Private Island - Largest Fresh Water Reservoir in Mass....

9.0 out of 10, Wonderful, (7)
"From beginning to end, could not have dreamed of a better island getaway, in the Berkshire’s none-the -less. Bill was a wonderful host. Very friendly, responsive and helpful. Super welcoming. The home was simple, quaint, and super cozy. Perfect for a nice long relaxing weekend for both the dogs and people. The views from the sun room were lovely. The deck/patio area had a beautiful view of the water. The fire pit was a nice perk in the evening. Surrounded by water, the place felt so private....
Private Island - Largest Fresh Water Reservoir in Mass....

PICON COZY

7.6 out of 10, Good, (54)
"I booked this for my daughter who is looking to relocate to Western Mass from Central Mass and it was perfect for her. The host was extra helpful and accomodating, and while it was a small and simple space, she was very comfortable and cozy. She would definitely stay again."
The price is AU$265
includes taxes & fees
2 Dec - 3 Dec
PICON COZY

Newly renovated cottage on the lake!

10.0 out of 10, Exceptional, (22)
"We love live live this property. It is perfect for what we need. Our daughter lives just a shirt distance away in Torrington. This is our second time staying in this house. We love it"
Newly renovated cottage on the lake!

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow

10.0 out of 10, Exceptional, (90)
"Very clean, spacious, and comfortable. Property manager’s information was helpful."
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow

Serene Acreage - Pond - Hiking Trails Nearby

10.0 out of 10, Exceptional, (6)
"Wonderful accommodation."
Serene Acreage - Pond - Hiking Trails Nearby

Island Vibes Home

10.0 out of 10, Exceptional, (8)
"Such a perfect space for us. Home was spotless! We had a wedding in Hartford, three bedrooms worked out perfectly two bathrooms everyone had plenty of space. Beautiful kitchen and amenities. We would stay here again in a heartbeat. Wish we could’ve stayed longer"
Island Vibes Home

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

9.2 out of 10, Wonderful, (20)
"Brought the kids and grandkids to six flags. This rental was a short drive. We had a group of eight and everyone had plenty of room. The place was clean stocked and as advertised. If we are ever in the area again we will definitely stay again. "
The price is AU$844
includes taxes & fees
25 Nov - 26 Nov
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (128)
"Our stay was wonderful. Host was great with communication. We arrived in the evening, all the lights were on and pellet stove running for us. "
The price is AU$556
includes taxes & fees
20 Dec - 21 Dec
Big farmhouse in the foothills of the Berkshires

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.8 out of 10, Exceptional, (9)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

The Creation Station is a cozy place so make yourself at home.

10.0 out of 10, Exceptional, (61)
"We needed a pet friendly location to stay for one night. This place is amazing. Very unconventional and much more than I needed for my family of four but I would recommend it highly. The host was very helpful and friendly. The property would be great for an adult birthday or an extended family get together. "
The price is AU$438
includes taxes & fees
26 Nov - 27 Nov
The Creation Station is a cozy place so make yourself at home.

Thomas's Cozy Duplex - Centrally Located

8.4 out of 10, Very good, (8)
"Eunice was great to work with, and the place was fantastic for our family of four going to six flags."
The price is AU$422
includes taxes & fees
2 Dec - 3 Dec
Thomas's Cozy Duplex - Centrally Located

Exquisite Downtown Loft Apartment

8.0 out of 10, Very good, (6)
"Will stay again"
Exquisite Downtown Loft Apartment

Linny's Updated Lakeview Cottage - Cozy & Modern

9.8 out of 10, Exceptional, (54)
"Very nice and clean. Great location for proximity to our family"
Linny's Updated Lakeview Cottage - Cozy & Modern

Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

10.0 out of 10, Exceptional, (61)
"Went to the Big E for a few days, great location, 10-15 minute ride to the fair. Was perfect to come back and relax after a long day at the fair. Home was very clean and updated. Communication was great. Could use some pans that work with the cooktop. The bathroom setup was a little strange, you have to walk throught the master bedroom to get to the bathroom, so the second bedroom guest had to walk through our bedroom in the middle of the night to use the restroom. Ad states Oven, hot tub,...
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
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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Other types of properties in Hartland you may be interested in

The Capitol Hotel, Ascend Hotel Collection

3.0 star property
7.4 out of 10, Good, (943)
"Didn’t enjoy the fact that they charged $15 for parking."
The price is AU$133
includes taxes & fees
22 Dec - 23 Dec
The Capitol Hotel, Ascend Hotel Collection

MGM Springfield

4.0 star property
8.8 out of 10, Excellent, (1227)
"Fun"
The price is AU$285
includes taxes & fees
25 Nov - 26 Nov
MGM Springfield

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2.0 star property
6.6 out of 10, (1430)
"I was told that there was 24/7 shuttle service from Bradley Int. Airport. I called from Minneapolis as I got onto my flight and confirmed that there was such service. To my shock, when I arrived at BDL, I called Days Inn and there was NO service. The night manager could barely speak into the phone but I understood her to say, "Take a taxi". It wasn't the terribile but I had had a long day of travel and to wait at 1am for a LYFT as there were no taxis."
The price is AU$126
includes taxes & fees
26 Nov - 27 Nov
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Hartland?

Yes, there are holiday rentals close to the most popular sights in Hartland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hartland has to offer?

Peace and quiet on the lake: This holiday home rental outside of Hartland is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Hartland?

While exploring the area, visit family-friendly sights like Flamig Farm, or get outside and enjoy nature at Enders State Forest. In the wider area, you’ll find Ski Sundown and Highland Lake.

What’s a holiday rental in Hartland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hartland. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips.