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Phillipston Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Phillipston vacation rentals

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 ￥8,906
￥13,178 total
includes taxes & fees
Jul 7 - Jul 8
2 private mountain RV pads for rent. Full hook ups
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 ￥29,646
￥34,096 total
includes taxes & fees
Jul 8 - Jul 9
Cottage by the Castle – Downtown Spencer
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 ￥40,650
￥91,149 total
includes taxes & fees
Jul 6 - Jul 7
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
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, (18 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 ￥31,463
￥37,554 total
includes taxes & fees
Jul 2 - Jul 3
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
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 ￥46,341
￥86,624 total
includes taxes & fees
Jul 8 - Jul 9
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 ￥58,497
￥81,391 total
includes taxes & fees
Jul 7 - Jul 8
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
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 ￥48,292
￥97,926 total
includes taxes & fees
Jul 15 - Jul 16
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
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 ￥17,853
￥54,996 total
includes taxes & fees
Jul 15 - Jul 16
Apartment in town center #1
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 ￥55,284
￥79,920 total
includes taxes & fees
Jul 5 - Jul 6
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
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 ￥72,560
￥100,605 total
includes taxes & fees
Jul 7 - Jul 8
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Interior

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.0 out of 10, Wonderful, (30 reviews)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is ￥19,171
￥56,649 total
includes taxes & fees
Jul 5 - Jul 6
Spacious Massachusetts Apartment #2
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 ￥20,813
￥54,453 total
includes taxes & fees
Jul 14 - Jul 15
Feels Like Home - BBQ, Yard, Fire Pit
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 ￥52,845
￥63,076 total
includes taxes & fees
Jul 7 - Jul 8
Enjoy your stay in an antique home in an antique toy museum!
Private kitchen

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is ￥60,724
￥91,913 total
includes taxes & fees
Jul 9 - Jul 10
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, (3 reviews)
"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 ￥47,642
￥90,630 total
includes taxes & fees
Aug 1 - Aug 2
Terrific 3-bedroom unit in charming Leverett with AC
Exterior

2 Cabins & Sauna on Lake Monomonac

2 Cabins & Sauna on Lake Monomonac
Rindge
The price is ￥155,323
￥212,450 total
includes taxes & fees
Jul 2 - Jul 3
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 ￥113,351
￥180,124 total
includes taxes & fees
Jul 17 - Jul 18
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

Gardner Inn

Gardner Inn

10/10 Excellent
"Very convenient! Clean and quiet place during the night."
Edna 1-night trip
Posted 14 hours ago
Gardner Inn

Find out more about Phillipston

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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 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 Lake Dennison State Recreation Area 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.