Phillipston Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Phillipston holiday rentals

Exterior

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
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$1,373
HK$2,136 total
includes taxes & fees
26 May - 27 May
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Outdoor dining

2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
The price is HK$431
HK$638 total
includes taxes & fees
26 May - 27 May
2 private mountain RV pads for rent. Full hook ups
Exterior

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
9.8 out of 10, Exceptional, (26 reviews)
"Host was incredibly friendly and accommodating and the cabin was nothing short of beautiful"
United States
Moose C.
The price is HK$1,749
HK$2,714 total
includes taxes & fees
26 May - 27 May
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Exterior

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster
9.6 out of 10, Exceptional, (35 reviews)
"Cutest home! My family loved it! "
United States
Shanna D.
The price is HK$1,567
HK$3,877 total
includes taxes & fees
1 Jun - 2 Jun
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Interior

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (13 reviews)
"Enjoyed our stay while visiting Amherst. Thoughtful hosts with welcome touches. Provided details for finding, easy checkin and checkout, ample supplies for our needs. Thanks "
United States
Grace
The price is HK$1,442
HK$1,706 total
includes taxes & fees
31 May - 1 Jun
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Exterior

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
7.6 out of 10, Good, (4 reviews)
"Hit the jackpot at this stay .Awesome area with many things to keep busy outside ,hiking all around ,lake for all kind of activities .Jim was a great host filled us in on activities in the area and was a message away for any help u may need .I will be back ."
United States
David S.
The price is HK$1,481
HK$2,398 total
includes taxes & fees
21 Jun - 22 Jun
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Exterior

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Westminster
10.0 out of 10, Exceptional, (37 reviews)
"We had a wonderful stay at this lake-front cottage looking up at the nearby ski resort. The cottage was cozy and quiet in a great location. The check-in process was easy, and the owner was very accessible. Terrific rental!"
United States
Lane D.
The price is HK$1,763
HK$4,177 total
includes taxes & fees
26 May - 27 May
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Property grounds

John's Mountain Hideaway

John's Mountain Hideaway
Jaffrey
The price is HK$1,959
HK$3,868 total
includes taxes & fees
29 May - 30 May
John's Mountain Hideaway
Exterior

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
The price is HK$1,435
HK$1,617 total
includes taxes & fees
31 May - 1 Jun
Cottage by the Castle – Downtown Spencer
Private kitchen

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is HK$2,938
HK$4,447 total
includes taxes & fees
26 May - 27 May
4-bedroom house in nice Holden with WiFi, AC
Terrace/patio

Terrific 3-bedroom unit in charming Leverett with AC

Terrific 3-bedroom unit in charming Leverett with AC
Leverett
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$1,763
HK$3,737 total
includes taxes & fees
26 May - 27 May
Terrific 3-bedroom unit in charming Leverett with AC
Interior

Enjoy your stay in an antique home in an antique toy museum!

Enjoy your stay in an antique home in an antique toy museum!
Winchendon
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$2,547
HK$3,064 total
includes taxes & fees
26 May - 27 May
Enjoy your stay in an antique home in an antique toy museum!
Exterior

2 Cabins & Sauna on Lake Monomonac

2 Cabins & Sauna on Lake Monomonac
Rindge
The price is HK$3,989
HK$5,833 total
includes taxes & fees
1 Jun - 2 Jun
2 Cabins & Sauna on Lake Monomonac
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

Motel 6 Leominster, MA

Motel 6 Leominster, MA

8/10 Good
"The heat was set to 85 degrees when we walked in- unbearably hot we had to prop the door open. The people hanging around the area/ other rooms made us a bit uncomfortable. But the check in staff was very nice and the room was clean and perfect for our little one nighter. Great location near restaurants!"
Emily 1-night trip
Posted 14 hours ago
Motel 6 Leominster, 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?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This holiday home rental outside of Phillipston is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and 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.