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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 26 Cottages in Phillipston with updated reviews, rates, and availability.

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

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

9.6 out of 10, Exceptional, (20)
"A very relaxing weekend getaway."
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Waterfront Cottage on Scenic Sportsman Pond
Exterior

Waterfront Cottage on Scenic Sportsman Pond

9.6 out of 10, Exceptional, (41)
"Sportsman's Pond and Blueberry Cottage provided the ideal location for disconnecting from the noise and busyness of every day life. The pond was beautifully serene, without outboard motors, jet skis, etc. The fall colors were gorgeous. The hosts provided every sort of watercraft one might want. I kayaked everyday exploring the shoreline and watching for birds. The cottage was well equipped, the bed was comfortable and an assortment of chairs and couches were available for lounging, viewing the...
Waterfront Cottage on Scenic Sportsman Pond
Vacationer's oasis on the waterfront of picturesque Pearly Pond.
Pool

Vacationer's oasis on the waterfront of picturesque Pearly Pond.

10.0 out of 10, Exceptional, (29)
"The Host is very easy to contact and works well with our travelers."
Vacationer's oasis on the waterfront of picturesque Pearly Pond.
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Terrace/patio

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

10.0 out of 10, Exceptional, (16)
"It was a great place for what I needed. I was working in the area and it was a great quiet location, with nice scenery. The place was clean and spacious, with plenty of space to cook. I would definitely stay here again."
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
Outdoor dining

Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

10.0 out of 10, Exceptional, (13)
"Property better than expected! The host, Joe and his wife could not be any more accommodating. So Pleasant. House clean, plenty of room, amazing views of the lake and the mountains. Outdoor space was spectacular and we loved the outdoor kitchen space. Lake tour on their boat was so much fun. We all relaxed, kayaked and enjoyed our time so much! This is a must if looking for a nice house on a lake for your next getaway."
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
Finnish Cabin with Sauna on Lake Monomonac
Exterior

Finnish Cabin with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (10)
"This was a very nice cozy cottage, with a nice view of the water. The host was friendly and accommodating. We look forward to staying again."
The price is SAR 822
SAR 1,238 total
includes taxes & fees
18 Apr - 19 Apr
Finnish Cabin with Sauna on Lake Monomonac
Grey Cabin with Sauna on Lake Monomonac
Property grounds

Grey Cabin with Sauna on Lake Monomonac

2.0 star property
6.0 out of 10, (2)
"This was our 2nd stay with the host. Everything was perfect and relaxing. "
The price is SAR 859
SAR 1,396 total
includes taxes & fees
18 Apr - 19 Apr
Grey Cabin with Sauna on Lake Monomonac
Cottage on Partridge Pond
Interior

Cottage on Partridge Pond

10.0 out of 10, Exceptional, (18)
"This is the second time we have rented the cottage. It is such a delightful place to stay and the hosts provide such lovely amenities, that I would say it's one of the best rental experiences we've encountered. "
Cottage on Partridge Pond
Beautiful Waterfront Cottage With a HOT TUB For Your Family Getaway!
Exterior

Beautiful Waterfront Cottage With a HOT TUB For Your Family Getaway!

10.0 out of 10, Exceptional, (13)
"This house was great! It provided an amazing place to stay for our son’s wedding! Would rent again! Jacuzzi was a nice addition!"
Beautiful Waterfront Cottage With a HOT TUB For Your Family Getaway!
Charming Jaffrey Cottage w/ Deck & Grill!
Fridge, microwave, stovetop, dishwasher

Charming Jaffrey Cottage w/ Deck & Grill!

10.0 out of 10, Exceptional, (39)
"Stayed four nights. Perfect weather and the foliage was fabulous.The cottage was ideal for us. Tastefully decorated and everything labeled. Wish we lived closer so we could go again in other seasons."
Charming Jaffrey Cottage w/ Deck & Grill!
Charming Jaffrey Cottage w/ Deck & Grill!
Cottage (4 Bedrooms) | Interior

Charming Jaffrey Cottage w/ Deck & Grill!

3.0 star property
Charming Jaffrey Cottage w/ Deck & Grill!
Historic Home w/ Modern Updates on < 4 Acres
House (4 Bedrooms) | Interior

Historic Home w/ Modern Updates on < 4 Acres

3.0 star property
10.0 out of 10, Exceptional, (1)
Historic Home w/ Modern Updates on < 4 Acres
Sun-dappled Retreat - Walk to Wickaboag Lake!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Sun-dappled Retreat - Walk to Wickaboag Lake!

3.0 star property
Sun-dappled Retreat - Walk to Wickaboag Lake!
Magical Lakefront Home in Forest Lake
Terrace/patio

Magical Lakefront Home in Forest Lake

9.6 out of 10, Exceptional, (23)
"This house was a wonderful getaway for my family. The boys loved the swimming and fishing. The upper deck was a wonderful place to sit and relax. The house was very clean and ready to use. The street was very quiet and there were no jet skis or other loud boats out on the water. We brought our own kayaks and went around the lake numerous times. Overall, this house was perfect for our family (and pup as well). My boys want to us rent this house again next year!"
Magical Lakefront Home in Forest Lake
Stunning Sterling Sanctuary: Unwind on the Water!
Interior

Stunning Sterling Sanctuary: Unwind on the Water!

3.0 star property
Stunning Sterling Sanctuary: Unwind on the Water!
Waterfront New England House on Wickaboag Lake!
Interior

Waterfront New England House on Wickaboag Lake!

3.0 star property
Waterfront New England House on Wickaboag Lake!
Beach Front Stay on Fully Recreational Lake at the base of Wachusett Mountain
Fridge, microwave, oven, stovetop

Beach Front Stay on Fully Recreational Lake at the base of Wachusett Mountain

Beach Front Stay on Fully Recreational Lake at the base of Wachusett Mountain
Artist's Cottage in Woods
Private kitchen

Artist's Cottage in Woods

Artist's Cottage in Woods
Vibrant Sterling Lakefront Lodge w/ Kayaks
Interior

Vibrant Sterling Lakefront Lodge w/ Kayaks

3.0 star property
Vibrant Sterling Lakefront Lodge w/ Kayaks
Dog-friendly Fitchburg Vacation Rental, Hike & Ski
Interior

Dog-friendly Fitchburg Vacation Rental, Hike & Ski

3.0 star property
Dog-friendly Fitchburg Vacation Rental, Hike & Ski
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 property types in Phillipston

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Exterior

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

9.4 out of 10, Exceptional, (13)
"We drove from Wisconsin to bring one child back to The Winchendon School and to tour Curry College for another. We planned to be back and forth a lot and found the location of this property decent. Our goal with renting a property is to prepare our own meals and to have a comfortable space. The kitchen had basic supplies/equipment. The pans could be updated due to heavily scratched coating, although they worked ok. I found some of the utensils to be dirty, especially the pizza cutter. I am...
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Property grounds

completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (183)
"We have used this property for over 4 years now. Just love it and the o"
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Relaxing Retreat
Interior

Relaxing Retreat

9.8 out of 10, Exceptional, (27)
"We had a great stay at this location. It was clean, spacious and quiet nice neighborhood. Very good location to visit our family who live nearby. The owner is very easy to communicate and is friendly. We would recommend this to any family or friends wanting to visit Central MA. Good restaurants, state parks, rail trail and MT Washussett to visit.nearby. 5star location! "
Relaxing Retreat
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.