Search Cottages in Phillipston

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 24 Cottages in Phillipston with updated reviews, rates, and availability.

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

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

9.6 out of 10, Exceptional, (19)
"for skiing wachusetts five minutes to mt..nice views from cottage on the shore -wyman pond"
The price is AED 275
AED 1,023 total
includes taxes & fees
6 Feb - 7 Feb
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Beautiful Modern Cottage with Sauna on Lake Monomonac
Property grounds

Beautiful Modern Cottage with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was our 2nd stay with the host. Everything was perfect and relaxing. "
The price is AED 657
AED 1,128 total
includes taxes & fees
9 Feb - 10 Feb
Beautiful Modern Cottage with Sauna on Lake Monomonac
Cottage on Partridge Pond
Lake

Cottage on Partridge Pond

10.0 out of 10, Exceptional, (17)
"This cute cottage served our family of 5 adults. It was clean and well decorated. Would definitely recommend. "
Cottage on Partridge Pond
VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula
Exterior

VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula

10.0 out of 10, Exceptional, (4)
"This property was great. Wonderfully modern lake front home. Recommend renting the pontoon to fish for larger fish. Kayaks, Paddleboards, great restaurants and sauna. Picture perfect scenery. "
VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula
Finnish cottage with Sauna on Lake Monomonac
Exterior

Finnish cottage 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 AED 547
AED 897 total
includes taxes & fees
4 Feb - 5 Feb
Finnish cottage with Sauna on Lake Monomonac
Waterfront Cottage on Scenic Sportsman Pond
154 Acre sportsman's Pond, for fishing & boating. Flat boards to swim off.

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.
Mt. Monadnock from the shore

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
Exterior

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

10.0 out of 10, Exceptional, (15)
"This house was exactly what we needed. It was a comfortable space that was well laid out and had the comforts we were looking for. We also loved how quiet it was and that the house was still pretty close to shopping and restaurants. Definitely going to try to stay here again!"
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Charming Jaffrey Cottage w/ Deck & Grill!
Jaffrey Vacation Rental | 4BR | 1.5BA | 1,800 Sq Ft | Steps Required

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

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
Historic Home w/ Modern Updates on < 4 Acres
Exterior

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
Charming Jaffrey Cottage w/ Deck & Grill!
Property grounds

Charming Jaffrey Cottage w/ Deck & Grill!

3.0 star property
Charming Jaffrey Cottage w/ Deck & Grill!
Sun-dappled Retreat - Walk to Wickaboag Lake!
Exterior

Sun-dappled Retreat - Walk to Wickaboag Lake!

3.0 star property
Sun-dappled Retreat - Walk to Wickaboag Lake!
Stunning Sterling Sanctuary: Unwind on the Water!
Property grounds

Stunning Sterling Sanctuary: Unwind on the Water!

3.0 star property
Stunning Sterling Sanctuary: Unwind on the Water!
Magical Lakefront Home in Forest Lake
Beautiful Sunsets

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
Waterfront New England House on Wickaboag Lake!
Exterior

Waterfront New England House on Wickaboag Lake!

3.0 star property
Waterfront New England House on Wickaboag Lake!
Artist's Cottage in Woods
Exterior

Artist's Cottage in Woods

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

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
Vibrant Sterling Lakefront Lodge w/ Kayaks
Outdoor dining

Vibrant Sterling Lakefront Lodge w/ Kayaks

3.0 star property
Vibrant Sterling Lakefront Lodge w/ Kayaks
Massachusetts Cabin Rental Near Hiking & Skiing!
Living area

Massachusetts Cabin Rental Near Hiking & Skiing!

3.0 star property
Massachusetts Cabin Rental Near Hiking & Skiing!
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.
Don't see what you're looking for?
See all available properties in Phillipston
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Phillipston

Spacious Massachusetts Apartment #2
Interior

Spacious Massachusetts Apartment #2

9.4 out of 10, Exceptional, (16)
"using me to have to wash it before returning it to the Hertz office. Definitely would stay there again when traveling to visit my sisters."
Spacious Massachusetts Apartment #2
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Outdoor dining

Beautiful Adirondack Cabin with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (14)
"Host was incredibly friendly and accommodating and the cabin was nothing short of beautiful"
The price is AED 621
AED 1,088 total
includes taxes & fees
4 Feb - 5 Feb
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Stunning Sterling Sanctuary: Unwind on the Water!
Sterling Vacation Rental | 3BR | 1.5BA | 1,840 Sq Ft | Stairs Required

Stunning Sterling Sanctuary: Unwind on the Water!

2.0 star property
9.4 out of 10, Exceptional, (3)
"Great and cute place to stay. "
Stunning Sterling Sanctuary: Unwind on the Water!
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.

Frequently asked questions

Why book your cottage in Phillipston with Expedia?
We think that vacays should be simple, so if you’re chasing cottages in Phillipston at an affordable price, Expedia is here to help. Keep the budget under control and check in to an inexpensive option far from the downtown buzz, or book an upscale cottage to spoil the ones you love most.
How can I find cheap cottages in Phillipston?
Expedia can help you look for cheap cottages in Phillipston. To discover your ideal stay in a few clicks, try out the filter tool to refine your search by amenities, budget and star rating.