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Phillipston Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Phillipston vacation rentals

Property grounds

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, (17 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is AED 727
AED 870 total
includes taxes & fees
2 Jul - 3 Jul
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Smart TV

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Westminster
10.0 out of 10, Exceptional, (32 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is AED 826
AED 1,886 total
includes taxes & fees
30 Jun - 1 Jul
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Exterior

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (1 review)
"Wonderful stay in the cottage. Great location, and prompt and friendly communication from the owner. Beautifully kept vintage home - such a gem!"
United States
K C.
The price is AED 605
AED 695 total
includes taxes & fees
29 Jun - 30 Jun
Cottage by the Castle – Downtown Spencer
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 AED 202
AED 299 total
includes taxes & fees
29 Jun - 30 Jun
2 private mountain RV pads for rent. Full hook ups
Property grounds

John's Mountain Hideaway

John's Mountain Hideaway
Jaffrey
10.0 out of 10, Exceptional, (1 review)
"Everything we needed"
United States
Lori S.
The price is AED 1,065
AED 1,965 total
includes taxes & fees
20 Jul - 21 Jul
John's Mountain Hideaway
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 AED 1,249
AED 1,762 total
includes taxes & fees
29 Jun - 30 Jun
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, (37 reviews)
"Cutest home! My family loved it! "
United States
Shanna D.
The price is AED 1,102
AED 2,273 total
includes taxes & fees
6 Jul - 7 Jul
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Apartment in town center #1

Apartment in town center #1
West Brookfield
8.6 out of 10, Excellent, (27 reviews)
"Stayed here to visit Treehouse brewing with some friends and it was perfect. "
United States
Chris G.
The price is AED 383
AED 1,216 total
includes taxes & fees
30 Jun - 1 Jul
Apartment in town center #1
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 AED 1,639
AED 2,289 total
includes taxes & fees
3 Jul - 4 Jul
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
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 AED 1,249
AED 1,809 total
includes taxes & fees
29 Jun - 30 Jun
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Private kitchen

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is AED 1,102
AED 1,743 total
includes taxes & fees
29 Jun - 30 Jun
4-bedroom house in nice Holden with WiFi, 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 AED 1,194
AED 1,437 total
includes taxes & fees
29 Jun - 30 Jun
Enjoy your stay in an antique home in an antique toy museum!
Smart TV

Feels Like Home - BBQ, Yard, Fire Pit

Feels Like Home - BBQ, Yard, Fire Pit
Fitchburg
9.4 out of 10, Exceptional, (3 reviews)
"The pictures of the property do not do it justice. The home is so beautiful and comfortable. Check-in was simple. Definitely recommend this rental!"
United States
Amy F.
The price is AED 1,359
AED 2,299 total
includes taxes & fees
9 Jul - 10 Jul
Feels Like Home - BBQ, Yard, Fire Pit
Exterior

2 Cabins & Sauna on Lake Monomonac

2 Cabins & Sauna on Lake Monomonac
Rindge
The price is AED 3,303
AED 4,373 total
includes taxes & fees
29 Jun - 30 Jun
2 Cabins & Sauna on Lake Monomonac
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 AED 2,571
AED 4,086 total
includes taxes & fees
17 Jul - 18 Jul
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
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

Copper Lantern Motor Lodge

Copper Lantern Motor Lodge

8/10 Good
"Very pleasant front desk clerk. Room was basic but clean. Overall a good basic place to stay when that is all you need."
Robert 1-night trip
Posted 2 hours ago
Copper Lantern Motor Lodge

Frequently asked questions

Can I find a vacation rental in Phillipston?

Yes, we give you a choice of vacation rentals in Phillipston near Red Apple Farm, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Phillipston?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: Visitors like this Phillipston vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 larger area.

What’s a vacation rental in Phillipston like?

Vacation rentals are private properties you can stay in for a long or short time in Phillipston. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the experience 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 great choice for a small group gathering.