Search Vacation Homes 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
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 40 Vacation Homes in Phillipston with updated reviews, rates, and availability.

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!
Charming Waterfront Log Cabin
Exterior

Charming Waterfront Log Cabin

9.6 out of 10, Exceptional, (37)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin
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
Historic Home w/ Modern Updates on < 4 Acres
Royalston Vacation Rental | 4BR | 2BA | Stairs to Access | 3,200 Sq Ft

Historic Home w/ Modern Updates on < 4 Acres

10.0 out of 10, Exceptional, (6)
"Stayed here with my brothers and cousins.. had a great time. Close proximity to Royalston Falls and a great hike through the forest "
Historic Home w/ Modern Updates on < 4 Acres
Waterfont log home nestled in the pines
Cabin on Lake Contoocook

Waterfont log home nestled in the pines

10.0 out of 10, Exceptional, (52)
"Anther fantastic time at this beautiful location. Owner is always so geeat to work work "
Waterfont log home nestled in the pines
Nestled on the edge of the woods near Mount Monadnock
Exterior

Nestled on the edge of the woods near Mount Monadnock

9.4 out of 10, Exceptional, (6)
"House is comfortable and well stocked."
Nestled on the edge of the woods near Mount Monadnock
Waterfront New England House on Wickaboag Lake!
West Brookfield Vacation Rental | 4BR | 2BA | 2,500 Sq Ft | Stairs Required

Waterfront New England House on Wickaboag Lake!

9.8 out of 10, Exceptional, (79)
"We took our Mom away for the weekend and enjoyed an evening at the Salem Cross Inn. Accommodations were nice despite the cold weather. We found the parking to be a little tricky in winter conditions due to the hill. The bedrooms were comfort and we enjoyed the ping pong table. Plenty of room around the diningroom table for games and snacking in addition to meals. Kitchen tools need updating as well as pillows, blankets and ping pong paddles. Plenty of hot water for multiple showers. Porches...
Waterfront New England House on Wickaboag Lake!
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Miscellaneous

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

10.0 out of 10, Exceptional, (12)
"We had a great time. The house was very nice and clean. The lake was really lovely for boating and swimming."
The price is AED 551
AED 1,584 total
includes taxes & fees
27 Feb - 28 Feb
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Large relaxing house in 25 acres of private woods with lake access.
Dining

Large relaxing house in 25 acres of private woods with lake access.

10.0 out of 10, Exceptional, (16)
"Excellent home in the woods. All as advertised, my family and I thoroughly enjoyed it. Communication with the owner was excellent. 10/10, we’ll be back next time we’re in the area"
Large relaxing house in 25 acres of private woods with lake access.
LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!
Terrace/patio

LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!

2.0 star property
9.0 out of 10, Wonderful, (7)
"Needed place to stay in Ashburnham large enough to sleep extended family traveling in for the holidays. Cabin was quaint, rustic and fit all of us. Overall good stay. "
LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!
Spectacular Mountain views with all the amentities nearby
Living area

Spectacular Mountain views with all the amentities nearby

9.8 out of 10, Exceptional, (51)
"What a wonderful place to stay!! We were in town for my 50th high school reunion, hadn’t been back to the area in 35 years. Our accommodations enhanced a beautiful weekend, and the foliage was the cherry on top! Spacious, clean, tastefully furnished and decorated. Well equipped with every utensil, and kitchen appliance you could need! Comfy bed, great shower & good water pressure too! Secluded and quiet, but very convenient to Bernardston, Northfield and Greenfield as well as I-91. Highly...
Spectacular Mountain views with all the amentities nearby
Full family home 200 ft from the lake shore. Dog friendly!
Exterior

Full family home 200 ft from the lake shore. Dog friendly!

9.8 out of 10, Exceptional, (7)
"Property is in excellent condition and well appointed. We enjoyed our stay."
The price is AED 1,121
AED 2,109 total
includes taxes & fees
9 Mar - 10 Mar
Full family home 200 ft from the lake shore. Dog friendly!
Wachusett Mountain Getaway - Lake Adjacent Family Home!
Summer at the House

Wachusett Mountain Getaway - Lake Adjacent Family Home!

9.8 out of 10, Exceptional, (86)
"My niece was getting married at the Colonial Hotel. This house was only a short drive away and a great place for a family to gather. "
Wachusett Mountain Getaway - Lake Adjacent Family Home!
Lovely 3-bedroom City Escape
Exterior

Lovely 3-bedroom City Escape

9.8 out of 10, Exceptional, (19)
"Our family gets together for Christmas and this home is the ideal place for part of the family to stay."
Lovely 3-bedroom City Escape
Modern Waterfront Gem w/ Dock on Lake Monomonac
Winchendon Vacation Rental | 2BR | 1BA | 658 Sq Ft | 1 Step Required

Modern Waterfront Gem w/ Dock on Lake Monomonac

10.0 out of 10, Exceptional, (1)
""Our stay at the Lake Monomonac cottage was absolutely perfect! The home was impeccably clean, beautifully decorated, and had everything we needed for a comfortable stay. The location was ideal for us to visit family nearby. The host was incredibly responsive and accommodating. We will definitely book again!"
Modern Waterfront Gem w/ Dock on Lake Monomonac
Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!
Outdoor Dining Seating

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Fitchburg Vacation Rental | 2BR | 1BA | Stairs Required | 720 Sq Ft

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

9.4 out of 10, Exceptional, (11)
"Nice private location on a woodsy lot. Cute 4 room, 2 bedroom, 1 bath, with the necessary amenities. Landlord very cooperative and prompt in responses. Would book again"
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Rear Deck for barbecues looking across rear yard.

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (15)
"Very nice house and property! "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Beautiful Lakefront home - perfect getaway for every season!
Miscellaneous

Beautiful Lakefront home - perfect getaway for every season!

10.0 out of 10, Exceptional, (4)
"We enjoyed our stay at the house. It was clean and the beds were comfortable. The kitchen had all the basics. One thing of note: there is only a countertop toaster oven, not a full size oven. There is a gas cooktop as well. If you plan to cook while there, that will be an important detail. This house has a great view from the living room. We stayed during some very hot days - approaching 90 degrees. There was no air conditioning in the house, but it was still quite comfortable. There seems to be...
Beautiful Lakefront home - perfect getaway for every season!
Beautiful Renovated Townhome w/parking
Exterior

Beautiful Renovated Townhome w/parking

9.4 out of 10, Exceptional, (12)
"Great communication, assistance with maintenance, and receptive to feedback. Would stay again . "
Beautiful Renovated Townhome w/parking
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

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

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

10.0 out of 10, Exceptional, (12)
"We had a great time. The house was very nice and clean. The lake was really lovely for boating and swimming."
The price is AED 551
AED 1,584 total
includes taxes & fees
27 Feb - 28 Feb
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Cozy 2-bedroom Unit with private backyard
Private kitchen

Cozy 2-bedroom Unit with private backyard

10.0 out of 10, Exceptional, (21)
"Small but very clean and had everything we needed for our stay "
Cozy 2-bedroom Unit with private backyard
Apartment in town center #1
Room

Apartment in town center #1

8.2 out of 10, Very Good, (11)
"Just what we needed. Everything was clean and nicely set up, with several extra benefits we weren't expecting, from laundry soap to coffee supplies. Our son joined us for one night and it was nice to have the extra room. This was our first VRBO experience, so we weren't sure what to expect, but we would definitely stay here again."
Apartment in town center #1
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.