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Compare 104 Vacation Homes in Upton with updated reviews, rates, and availability.

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, (180)
"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
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Room

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

9.6 out of 10, Exceptional, (19)
"Great "
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
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.
Cozy home 5 minutes to shopping center, HC college, 2 kitchens, 2 living rooms
Exterior

Cozy home 5 minutes to shopping center, HC college, 2 kitchens, 2 living rooms

10.0 out of 10, Exceptional, (1)
"Everything was spotlessly clean. The beds were comfortable, and every convenience was considered. Excellent place for a larger group—we needed 4 bedrooms—coming to town to move my son in to WPI for college. Would strongly recommend!!!"
Cozy home 5 minutes to shopping center, HC college, 2 kitchens, 2 living rooms
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Interior

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

9.8 out of 10, Exceptional, (29)
"This was an amazing property! My mother stayed there and said it was cozy and she felt at home. The place was clean, cozy, and quaint! Would definitely stay there again!"
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
The Tree House at Underhill Hollow
Exterior

The Tree House at Underhill Hollow

9.4 out of 10, Exceptional, (13)
"Michael has done a fantastic job not only providing a comfortable and beautiful accommodation, but his creativity and skill shine in the many wonderful contraptions, puzzles and surprises around the property. A great place to stay for the gorgeous CT scenery, even better for the many opportunities of adventure scattered around the grounds. Will definitely recommend this to friends and family, and hope to come back in the future to find anything we missed!"
The price is SAR 451
SAR 701 total
includes taxes & fees
26 Nov - 27 Nov
The Tree House at Underhill Hollow
1x1 Serenity in the Suburbs: Your Ideal Retreat in Westborough - Boston
Bathroom

1x1 Serenity in the Suburbs: Your Ideal Retreat in Westborough - Boston

6.8 out of 10, (3)
"So convenient, a great central location for our day trips Unit had everything we needed, the staff was helpful, the pool was clean and refreshing. the grounds were well maintained, "
The price is SAR 528
SAR 635 total
includes taxes & fees
21 Dec - 22 Dec
1x1 Serenity in the Suburbs: Your Ideal Retreat in Westborough - Boston
Norwood Luxe Suite- Pet friendly & Commuter friendly
Pool

Norwood Luxe Suite- Pet friendly & Commuter friendly

10.0 out of 10, Exceptional, (5)
"The home was perfect for a weekend get away to come visit family. While we didn’t get to explore the town much it was so quaint and peaceful. The neighborhood was nice and friendly. The home offered what we needed and fun games to enjoy. Close to grocery shopping and restaurants. Only 30 minutes from the city and close to a fun Pumpkin Farm in Rhode Island. Thanks for a nice stay!!!"
Norwood Luxe Suite- Pet friendly & Commuter friendly
Cozy bedrooms in Shrewsbury warm town and convenient
Room

Cozy bedrooms in Shrewsbury warm town and convenient

Cozy bedrooms in Shrewsbury warm town and convenient
Brand new house close to downtown & attractions. Fenced in- Pet/family friendly

Brand new house close to downtown & attractions. Fenced in- Pet/family friendly

10.0 out of 10, Exceptional, (5)
"Very comfortable 3 bedroom house. Great location."
Brand new house close to downtown & attractions. Fenced in- Pet/family friendly
Charming 3 bedroom home Centrally located in Worcester
Living area

Charming 3 bedroom home Centrally located in Worcester

9.0 out of 10, Wonderful, (2)
"The home is very comfortable and good neighborhood.Bed was comfy and beding too.Would return again!"
Charming 3 bedroom home Centrally located in Worcester
Wizard's Roost at Underhill Hollow
Exterior

Wizard's Roost at Underhill Hollow

10.0 out of 10, Exceptional, (5)
"Cute and fun spot in the country. Very quiet. Room was clean and had everything we needed. Beds comfy. Nice property. Very friendly owner. A bit dark at the top of the driveway if you come in at night watch for the turn. "
The price is SAR 413
SAR 636 total
includes taxes & fees
27 Nov - 28 Nov
Wizard's Roost at Underhill Hollow
Spacious and luxurious 3-bedroom home w/jetted bathtub
Interior

Spacious and luxurious 3-bedroom home w/jetted bathtub

10.0 out of 10, Exceptional, (3)
"Only caveats are the air conditioning is primitive"
Spacious and luxurious 3-bedroom home w/jetted bathtub
Woodland View
Private kitchen

Woodland View

10.0 out of 10, Exceptional, (3)
"This house was perfect and completely as advertised."
Woodland View
NEW Chic Home Close to Boston - WASHER DRYER & Parking
Bathroom

NEW Chic Home Close to Boston - WASHER DRYER & Parking

8.8 out of 10, Excellent, (6)
"The property was very clean and organized. Easy check in and pleasant area."
The price is SAR 901
SAR 2,265 total
includes taxes & fees
30 Nov - 1 Dec
NEW Chic Home Close to Boston - WASHER DRYER & Parking
Full House/Heart of Worcester
Exterior detail

Full House/Heart of Worcester

The price is SAR 544
SAR 1,328 total
includes taxes & fees
25 Nov - 26 Nov
Full House/Heart of Worcester
Spacious luxury 3 bedroom apartment
living room with huge TV

Spacious luxury 3 bedroom apartment

8.0 out of 10, Very Good, (2)
"Came from out of town with friends to enjoy a music festival at the Palladium. Location was easy to find and accesible to shops/food. Apartment was easy to access around back side. In our case we walked up the driveway as the gate was locked. Safe second floor apartment. Bed were clean, and rooms spacious. Only thing that was inconvenient the missing handle from the freezer door. "
Spacious luxury 3 bedroom apartment
"Duck Rock" Lakefront House with 200' Private Waterfront
Sunset View from Large Screened Deck

"Duck Rock" Lakefront House with 200' Private Waterfront

10.0 out of 10, Exceptional, (15)
"Loved the house"
"Duck Rock" Lakefront House with 200' Private Waterfront
Cheerful 3-BR 2-full BR home close to Downtown
Living area

Cheerful 3-BR 2-full BR home close to Downtown

8.6 out of 10, Excellent, (7)
"This was a great stay for our family and father-in-law for a family wedding. The property is well updated and communication with property management was excellent. The property does not have a dishwasher, which I missed when booking, but it was not a dealbreaker by any means. The neighborhood was quiet for the most part, and street parking was not an issue. There is a washer and dryer onsite, but it is not inside the home, so definitely ask the host for the information upon arrival!"
Cheerful 3-BR 2-full BR home close to Downtown
10 - Cozy 3B2Ba Home with huge backyard
Exterior

10 - Cozy 3B2Ba Home with huge backyard

10 - Cozy 3B2Ba Home with huge backyard
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 Upton

Residences at Solomon Pond
Living area

Residences at Solomon Pond

3.5 star property
8.0 out of 10, Very Good, (134)
"Love it"
The price is SAR 436
SAR 487 total
includes taxes & fees
24 Nov - 25 Nov
Residences at Solomon Pond
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
Room

One Bedroom Queen Suite with sofa bed and fully equipped kitchen

6.0 out of 10, (1)
"Put my and my family of 5 in the wrong room, which they easily changed to a 2x2 as i had rented. Sunday afternoon the "maintence" man let himself in as we are in the room letting our dog outside. He didnt speak much english. Not sure what he was doing but he looked in our electric oven and than left. We didnt feel real safe so when we left we made sure to tske any valubles out and rigged the room to see of people had come in again. "
The price is SAR 492
SAR 597 total
includes taxes & fees
6 Dec - 7 Dec
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Interior

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

9.8 out of 10, Exceptional, (29)
"This was an amazing property! My mother stayed there and said it was cozy and she felt at home. The place was clean, cozy, and quaint! Would definitely stay there again!"
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
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.