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

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

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

10.0 out of 10, Exceptional, (6)
"Great location for our family visit. Property was very clean. Host very responsive. The beautiful sunrises over the lake were an additional bonus!"
The price is AED 1,121
AED 2,124 total
includes taxes & fees
6 Jan - 7 January 2025
Full family home 200 ft from the lake shore. Dog friendly!
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, (51)
"Second time staying at this property ! Very relaxing, beds super comfortable. Would highly recommend."
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
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
Exterior

VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac

10.0 out of 10, Exceptional, (6)
"Everything about this property was beautiful. The home itself being located right on the water was perfect for kayaking, fishing, evenings by the fire, relaxing and reconnecting. The house is gorgeous, comfortable, and had everything you might need/want. We enjoyed the game room - jenga and family air hockey tournaments. A lovely experience and we hope to return at some point. Thank you for sharing your beautiful home with us!"
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
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
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
Lake Adjacent 3-Bedroom Family Home Close to Wachusett Mountain!
Summer at the House

Lake Adjacent 3-Bedroom Family Home Close to Wachusett Mountain!

9.8 out of 10, Exceptional, (85)
"Home was clean and comfortable. My extended family and I stayed two nights for a wedding in the area and a good time was had by all. No complaints with the accommodations and the hosts communicated well."
Lake Adjacent 3-Bedroom Family Home Close to Wachusett Mountain!
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, (181)
"Overall a wonderful stay. This is a duplex and the owner lives next door. Nice neighborhood and beautiful view"
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Welcome to your dream lake getaway! Lovely views of 150 feet lakefront bliss!
Amazing place to grill out and spend time together! Water on both sides.

Welcome to your dream lake getaway! Lovely views of 150 feet lakefront bliss!

10.0 out of 10, Exceptional, (72)
"We had a lovely stay at this beautiful lakeside retreat. The view was incredible, the home was tastefully decorated and extremely clean. You have thought of everything. This is truly a 10 out of 10! Thank you so much for your kindness and wonderful communication. We couldn't have asked for anything better. We had such a wonderful weekend. We are sure that everyone staying in this home will have a wonderful time."
Welcome to your dream lake getaway! Lovely views of 150 feet lakefront bliss!
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.
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, (8)
"It's not luxury, but it's 8,437 times better than a hotel. Hung out by the fire pit after work. Nice neighborhood."
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Exterior

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."
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Quiet private pond getaway
Terrace/patio

Quiet private pond getaway

9.8 out of 10, Exceptional, (7)
"Quaint setting with much privacy. All ammendaties were met. Cant wait to return. "
Quiet private pond getaway
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, (77)
"We booked this to accommodate our growing family while being in the town my grandparents raised their family for Thanksgiving and spare my Grandfather some of the chaos of my kids. The property was great. Plenty of room and very picturesque. House was very clean and in order. Decks were great even though with the time of year we didn't spend much time on them. The hosts were helpful and down to earth. They are a pleasure to work with. Basement was perfect for our boys to have their Legos and...
Waterfront New England House on Wickaboag Lake!
Lovely 3-bedroom City Escape
Exterior

Lovely 3-bedroom City Escape

9.8 out of 10, Exceptional, (18)
"Our family really enjoyed this place. It is well appointed, clean, and has good space. The check-in process was simple and there is dedicated parking right by the entrance."
Lovely 3-bedroom City Escape
Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place
Pool

Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place

10.0 out of 10, Exceptional, (2)
"Stunning property, we had the best time for our annual friendsgiving. The kids loved the backyard and the two kitchens was awesome! "
Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place
Sun-Dappled Retreat - Walk to Wickaboag Lake!
West Brookfield Vacation Rental | 2BR | 2.5BA | Stairs Required | 3,000 Sq Ft

Sun-Dappled Retreat - Walk to Wickaboag Lake!

10.0 out of 10, Exceptional, (16)
"The house was very clean, spacious, and comfortable. Everything we needed was available for us and the hosts were responsive and helpful. Would recommend any group staying here! "
Sun-Dappled Retreat - Walk to Wickaboag Lake!
Beautiful Renovated Townhome w/parking
Exterior

Beautiful Renovated Townhome w/parking

9.4 out of 10, Exceptional, (11)
"We really enjoyed our stay at this property and would recommend it to anyone traveling to Worcester"
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.
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Other property types in Phillipston

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
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
Exterior

VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac

10.0 out of 10, Exceptional, (6)
"Everything about this property was beautiful. The home itself being located right on the water was perfect for kayaking, fishing, evenings by the fire, relaxing and reconnecting. The house is gorgeous, comfortable, and had everything you might need/want. We enjoyed the game room - jenga and family air hockey tournaments. A lovely experience and we hope to return at some point. Thank you for sharing your beautiful home with us!"
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
Relaxing Retreat
Corporate apartment entrance is at the bottom right of the main house

Relaxing Retreat

9.8 out of 10, Exceptional, (25)
"Very nice place to stay. We enjoyed the games available in the closet. The grandson enjoyed the weight and treadmill area. "
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.