Phillipston Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Phillipston holiday rentals

Exterior

Cabin in Rindge

4 Cabins & Sauna on Lake Monomonac near Mt, Monadnock
The price is HK$6,752
HK$10,299 total
includes taxes & fees
17 Mar - 18 Mar
4 Cabins & Sauna on Lake Monomonac near Mt, Monadnock
Exterior

Cabin in Rindge

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
9.8 out of 10, Exceptional, (25 reviews)
"This is a great property, and Jim is a wonderful host. He accommodated all our requests for sauna use and provided helpful tips about the area. We hope to return again one day!"
United States
Leigh C.
The price is HK$1,321
HK$2,334 total
includes taxes & fees
19 Mar - 20 Mar
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Exterior

Cottage in Westminster

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
9.6 out of 10, Exceptional, (30 reviews)
"Cutest home! My family loved it! "
United States
Shanna D.
The price is HK$1,174
HK$3,392 total
includes taxes & fees
17 Mar - 18 Mar
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Interior

Holiday Home in Winchendon

Enjoy your stay in an antique home in an antique toy museum!
9.4 out of 10, Exceptional, (8 reviews)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
United States
Katja Z.
The price is HK$3,092
HK$4,046 total
includes taxes & fees
17 Mar - 18 Mar
Enjoy your stay in an antique home in an antique toy museum!
Interior

Holiday Home in Ware

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
9.8 out of 10, Exceptional, (9 reviews)
"We had a great time the place was clean and the owner was nice. I would definitely recommend."
United States
Laura B.
The price is HK$1,163
HK$1,394 total
includes taxes & fees
18 Mar - 19 Mar
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Smart TV

Cabin in Westminster

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
10.0 out of 10, Exceptional, (26 reviews)
"Great family spot. Very clean and comfortable. Convenient to local attractions and shopping. "
United States
Dennyse M.
The price is HK$1,761
HK$4,019 total
includes taxes & fees
22 Mar - 23 Mar
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Smart TV, fireplace, printers

Cottage in Rindge

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
10.0 out of 10, Exceptional, (23 reviews)
"The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable."
United States
Nicole B.
The price is HK$1,198
HK$2,650 total
includes taxes & fees
17 Mar - 18 Mar
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Exterior

Holiday Home in Rindge

3 Cabins/Houses and Sauna on Lake Monomonac near Mt. Monadnock
The price is HK$3,526
HK$6,195 total
includes taxes & fees
17 Mar - 18 Mar
3 Cabins/Houses and Sauna on Lake Monomonac near Mt. Monadnock
Exterior

Cabin in Rindge

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
7.6 out of 10, Good, (4 reviews)
"Great location host was on it.anything u needed he was there.no ac was the only thing.but it was unusally hot.i would go again"
United States
Brian
The price is HK$889
HK$1,806 total
includes taxes & fees
17 Mar - 18 Mar
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Interior

Apartment in West Brookfield

Spacious Massachusetts Apartment #2
9.0 out of 10, Wonderful, (29 reviews)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is HK$626
HK$2,352 total
includes taxes & fees
20 Mar - 21 Mar
Spacious Massachusetts Apartment #2
Exterior

Cottage in Rindge

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
10.0 out of 10, Exceptional, (12 reviews)
"Super cute cabin. It was winter so we didn’t get to see a lot of the lake/property but everything was very comfortable and Jim was a fantastic host. Would definitely stay again! "
United States
Rebecca
The price is HK$869
HK$1,537 total
includes taxes & fees
17 Mar - 18 Mar
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Exterior

Cabin in Rindge

2 Cabins & Sauna on Lake Monomonac
The price is HK$3,075
HK$4,772 total
includes taxes & fees
17 Mar - 18 Mar
2 Cabins & Sauna on Lake Monomonac
Terrace/patio

Apartment in Leverett

Terrific 3-bedroom unit in charming Leverett with AC
10.0 out of 10, Exceptional, (1 review)
"The apartment is lovely, so comfortable and quiet!! Caitlin was a wonderful host, very responsive. Would absolutely stay again! "
United States
Anna B.
The price is HK$1,233
HK$3,039 total
includes taxes & fees
22 Mar - 23 Mar
Terrific 3-bedroom unit in charming Leverett with AC
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 Phillipston Hotel Reviews

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

4/10 Poor
"We rented a suite and there wasn’t even a microwave in the room. The moment we checked in (hadn’t even brought bags up yet) fire alarm went off and everyone had to leave the building for 20 minutes with no clarity or information as to what was happening. Arcade doesn’t turn on games until 9am. This is a children’s hotel, you think they don’t get up until 9am? There was nothing to do until they finally turned them on and the water park opened at 10am. Multiple lifeguards were extremely rude. Food options for families are awful. We will never come back. "
Brandon 1-night trip
Posted 1 hour ago
Great Wolf Lodge Boston / Fitchburg, MA

Find out more about Phillipston

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

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

Frequently asked questions

Can I find a holiday rental in Phillipston?

Yes, there are holiday rentals in Phillipston close to Red Apple Farm, 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 Phillipston has to offer?

Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!: This holiday home rental outside of Phillipston is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Phillipston?

Family-friendly attractions include Jacobs Hill, whereas Millers River is a spot to enjoy the outdoors. Red Apple Farm and Brooks Woodland Preserve are a couple of places you'll find in the wider area.

What’s a holiday rental in Phillipston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Phillipston. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family trips.