Phillipston Holiday Rentals

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Holiday Rentals in Phillipston

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

10.0 out of 10, Exceptional, (9)
"Beautiful property and great a host! My boys loved getting up early and fishing into the night! Perfect get away from the hustle and bustle of every day life. If you love nature this is a great place. Lots to explore! We had a GREAT also caught some good size BASS. Definitely will be back again. Thanks tons, The Gallant Family "
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

New and Modern 3 B- 5 min FSU - 15 min Wachusett's

10.0 out of 10, Exceptional, (7)
"Wonderful place to stay. Everything was very clean, comfortable, and spacious, with a warm, welcoming feel. I highly recommend the place to stay. "
The price is NZ$485
includes taxes & fees
19 Oct - 20 Oct
New and Modern 3 B- 5 min FSU - 15 min Wachusett's

Riverfront 2 Bedroom Unit 2

9.8 out of 10, Exceptional, (24)
"Very pleasant stay."
Riverfront 2 Bedroom Unit 2

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (198)
"The property was exactly as described and the Owner was very helpful throughout the process. Definitely will return to this house!"
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Quiet private pond getaway

9.4 out of 10, Exceptional, (15)
"We really enjoyed our time at the lake house! The deck and fire pit was fun and everything was very nicely decorated and had enough supplies to make it very easy and a quiet peaceful setting!"
Quiet private pond getaway

Charming Waterfront Log Cabin

9.4 out of 10, Exceptional, (42)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

Cozy Updated Log Cabin with Mountain Views close to Monadnock

9.4 out of 10, Exceptional, (26)
"a fantastic weekend getaway in the mountains! quiet neighborhood with stunning night time views of the stars. such a cozy cabin, very clean, linens provided, nice property with a little fire pit too! very friendly host, easy to contact and pleasant. "
Cozy Updated Log Cabin with Mountain Views close to Monadnock

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

10.0 out of 10, Exceptional, (13)
"The house was beautiful. Very clean, pet friendly, very good communication with owner."
The price is NZ$1,052
includes taxes & fees
20 Oct - 21 Oct
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Cottage on Partridge Pond

10.0 out of 10, Exceptional, (24)
"Nicely appointed with pretty view. "
Cottage on Partridge Pond

Riverside Retreat – Cozy 2-Story Getaway!

9.8 out of 10, Exceptional, (32)
"This was perfect for two nights, two adult friends just looking for some quiet time away from kids. Property was clean and peaceful and had all of the basics. "
Riverside Retreat – Cozy 2-Story Getaway!

Apartment in town center #1

8.6 out of 10, Excellent, (24)
"Clean place and was well suited for what we needed"
The price is NZ$497
includes taxes & fees
9 Oct - 10 Oct
Apartment in town center #1

Waterfront Cottage on Scenic Sportsman Pond

9.6 out of 10, Exceptional, (44)
"Very clean, very private and secluded. What a hidden gem!"
Waterfront Cottage on Scenic Sportsman Pond

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

10.0 out of 10, Exceptional, (23)
"We came “ home” to attend our granddaughter’s graduation. We rented the house to be close to our kids and grandkids. It was a perfect spot for family get together. The kids brought their kayaks and we used the ones provided. Very peaceful stay. Would rent again. "
The price is NZ$1,067
includes taxes & fees
9 Oct - 10 Oct
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Spacious Massachusetts Apartment #2

9.0 out of 10, Wonderful, (27)
"The apartment was very clean. It’s cozy, but had enough room for my family of 4. The house it’s a classic older New England home. It’s in the downtown part of a small cute town. Overall it was a really good experience!"
The price is NZ$518
includes taxes & fees
9 Oct - 10 Oct
Spacious Massachusetts Apartment #2

Sunnybrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

10.0 out of 10, Exceptional, (11)
"We had the most amazing time at Gail’s place. It was even more special, more beautiful, cozy and welcoming than the pictures or descriptions could capture. It is a home, in the very best of ways. Especially in early Spring volatile weather, when it was perfect to be cozy inside, cook, play games, rest. The beds were all comfortable, as was the seating, the space. Kitchen stocked, bathrooms abundant, and everything exceptionally clean. I almost recommended coming when the weather is bad, to take...
Sunnybrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

10.0 out of 10, Exceptional, (13)
"Loved the area"
The price is NZ$371
includes taxes & fees
21 Oct - 22 Oct
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!

9.8 out of 10, Exceptional, (51)
"Ryan’s property is beautiful and peaceful. Its exactly what I would describe as a perfect summer getaway."
Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!

Quaint 2-bedroom waterfront Aframe cabin

10.0 out of 10, Exceptional, (2)
"Clean, relaxing, host was friendly and communicated well."
Quaint 2-bedroom waterfront Aframe cabin

Beautiful Renovated Townhome w/parking

9.6 out of 10, Exceptional, (17)
"Great communication, assistance with maintenance, and receptive to feedback. Would stay again . "
Beautiful Renovated Townhome w/parking

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

9.8 out of 10, Exceptional, (17)
"Very clean, well equipped and thoughtfuly supplied. An extra bonus were the great assortment of books, games, movies, and puzzles available. A great deal of experience and generosity went into choices made, and it was much appreciated. "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
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

Find out more about Phillipston

Find out more about Phillipston

Everything you need to know about Phillipston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Phillipston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Phillipston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Phillipston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Phillipston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Phillipston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Phillipston holiday rentals we have selected for you start as low as NZ$371 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Phillipston rentals

At Expedia, we put the best Phillipston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Phillipston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Phillipston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Phillipston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Phillipston?

Yes, there are holiday rentals in Phillipston close to Jacobs Hill, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Phillipston has to offer?

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore: This holiday home rental outside of Phillipston is located on a lake, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 Ellinwood Country Club are a couple of places you'll find in the wider area.

What’s a holiday rental in Phillipston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Phillipston. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family trips.