Estia Villas - Vacation Rentals in Middlesex
Apartment
9.8
(
91 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
500 ft²
-
Parking -
Balcony/Terrace -
Kitchen -
Internet
US $194
/Night
7 Nights - $1,361
Apartment
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
247.57 ft²
-
Parking
-
Internet
-
Security/Safety -
Guest Services
US $140
/Night
7 Nights - $978
Bed & Breakfast
9.4
(
390 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast -
Parking
-
Pool -
Balcony/Terrace
US $275
/Night
7 Nights - $1,922
Apartment
9.8
(
19 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
800 ft²
-
Parking
-
Ocean View -
Balcony/Terrace
-
View
US $234
/Night
7 Nights - $1,641
House
10.0
(
40 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $458
/Night
7 Nights - $3,204
House
10.0
(
11 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
4400 ft²
-
Parking
-
Spa -
Skiing -
Balcony/Terrace
US $664
/Night
7 Nights - $4,650
Apartment
10.0
(
10 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
1200 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $515
/Night
7 Nights - $3,607
House
10.0
(
7 Reviews
)
2 Bedrooms
1 Bathroom
8 Guests
1400 ft²
-
Parking
-
Spa
-
Ocean View
-
Balcony/Terrace
US $546
/Night
7 Nights - $3,822
See More Middlesex Vacation Rentals
Luxury Places to Stay in Middlesex
Over 134+
Luxury Places to Stay in or Near Middlesex
New
Apartment
1 Bedroom
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,059
/Night
7 Nights - $7,412
House
4 Bedrooms
2 Bathrooms
8 Guests
2002.09 ft²
-
Parking
-
Internet
-
Child Friendly -
Security/Safety
US $1,035
/Night
7 Nights - $7,246
House
9.6
(
24 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
4250 ft²
-
Hot Tub -
Parking
-
Balcony/Terrace
-
Kitchen
US $1,027
/Night
7 Nights - $7,186
House
4 Bedrooms
1 Bathroom
8 Guests
3142 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,005
/Night
7 Nights - $7,032
House
5 Bedrooms
3 Bathrooms
10 Guests
4251.74 ft²
-
Hot Tub
-
Breakfast
-
Parking
-
Skiing
US $1,003
/Night
7 Nights - $7,022
US $900
/Night
7 Nights - $6,300
Cabin
1 Bedroom
1 Bathroom
4 Guests
-
Breakfast
-
Pool
-
Balcony/Terrace
-
Kitchen
US $884
/Night
7 Nights - $6,185
House
9.6
(
5 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $807
/Night
7 Nights - $5,648
See More Middlesex Luxury Vacation Rentals
Find More Middlesex Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Middlesex
Over 12+
Top-Rated Vacation Rentals with a Pool in or Near Middlesex
US $174
/Night
7 Nights - $1,220
Hotel
9.4
(
836 Reviews
)
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $252
/Night
7 Nights - $1,763
Hotel
8.8
(
485 Reviews
)
301.39 ft²
-
Private Pool -
Oceanfront -
Hot Tub
-
Breakfast
US $227
/Night
7 Nights - $1,587
Hotel
8.7
(
149 Reviews
)
403.23 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $460
/Night
7 Nights - $3,218
New
Cabin
3 Bedrooms
2 Bathrooms
8 Guests
2303 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $608
/Night
7 Nights - $4,259
House
10.0
(
35 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $202
/Night
7 Nights - $1,411
House
10.0
(
3 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2800 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $694
/Night
7 Nights - $4,855
House
8.6
(
49 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
2500 ft²
-
Pool
-
Kitchen
-
Internet
-
Pet Friendly
US $329
/Night
7 Nights - $2,306
Pet-Friendly Vacation Rentals in Middlesex
Over 24+
Pet-Friendly Vacation Rentals in or Near Middlesex
Apartment
9.8
(
21 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $193
/Night
7 Nights - $1,353
Cabin
9.6
(
70 Reviews
)
12 Bedrooms
9 Bathrooms
20 Guests
252.35 ft²
-
Parking
-
Skiing
-
Balcony/Terrace
-
Air Conditioner
US $209
/Night
7 Nights - $1,463
House
8.6
(
8 Reviews
)
3 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $307
/Night
7 Nights - $2,150
House
10.0
(
10 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $459
/Night
7 Nights - $3,211
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $564
/Night
7 Nights - $3,951
House
9.8
(
57 Reviews
)
3 Bedrooms
2 Bathrooms
5 Guests
1200 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $356
/Night
7 Nights - $2,493
House
10.0
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2400 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $289
/Night
7 Nights - $2,023
House
10.0
(
11 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
2600 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $537
/Night
7 Nights - $3,756
See More Pet-Friendly Vacation Rentals in Middlesex on PetFriendly.io
Large Vacation Homes & Villas in Middlesex
Over 10+
Large Vacation Homes & Villas in or Near Middlesex
House
9.6
(
20 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $410
/Night
7 Nights - $2,873
Bed & Breakfast
9.2
(
82 Reviews
)
12 Bedrooms
10 Bathrooms
30 Guests
285.24 ft²
-
Breakfast
-
Parking
-
Skiing
-
Balcony/Terrace
US $186
/Night
7 Nights - $1,304
House
10.0
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2500 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,157
/Night
7 Nights - $8,100
House
9.6
(
24 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
4250 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $750
/Night
7 Nights - $5,247
House
5.0
(
15 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
2600 ft²
-
Private Pool
-
Pool
-
Spa
-
Kitchen
US $155
/Night
7 Nights - $1,085
House
4 Bedrooms
2 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Spa
-
Balcony/Terrace
US $1,233
/Night
7 Nights - $8,628
Cabin
10.0
(
8 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
4000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $1,456
/Night
7 Nights - $10,192
Ski Chalet
5 Bedrooms
4 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $538
/Night
7 Nights - $3,766
See More Family Vacation Rentals in Middlesex on FVR
Wheelchair Accessible Vacation Homes in Middlesex
Over 2+
Wheelchair Accessible Vacation Homes in or Near Middlesex
Hotel
7.9
(
239 Reviews
)
286.01 ft²
-
Parking
-
View
-
Air Conditioner
-
Internet
US $243
/Night
7 Nights - $1,698
Hotel
8.6
(
258 Reviews
)
-
Parking
-
Kitchen
-
Air Conditioner
-
Child Friendly
US $182
/Night
7 Nights - $1,275
Middlesex Vacation Rentals and Airbnb Places to Stay Under $200
Over 24+
Middlesex Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
9.0
(
6 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
250 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $169
/Night
7 Nights - $1,183
Apartment
1 Bedroom
1 Bathroom
2 Guests
505.9 ft²
-
Parking
-
Internet
-
Security/Safety
-
Guest Services
US $169
/Night
7 Nights - $1,185
Bed & Breakfast
8.0
(
387 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Air Conditioner
US $143
/Night
7 Nights - $1,001
Apartment
6.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
250 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $160
/Night
7 Nights - $1,120
Apartment
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $200
/Night
7 Nights - $1,399
Apartment
9.8
(
6 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $152
/Night
7 Nights - $1,062
Apartment
9.4
(
18 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $185
/Night
7 Nights - $1,295
Apartment
10.0
(
25 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
576 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $177
/Night
7 Nights - $1,239
See More Middlesex Vacation Rental Deals
Instantly Bookable Vacation Homes in Middlesex
Over 57+
Instantly Bookable Vacation Homes in or Near Middlesex
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1950 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $481
/Night
7 Nights - $3,364
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
8 Guests
2740 ft²
-
Child Friendly
US $560
/Night
7 Nights - $3,920
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
8 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $325
/Night
7 Nights - $2,278
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
500 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $207
/Night
7 Nights - $1,448
Apartment
9.6
(
21 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $234
/Night
7 Nights - $1,637
Cottage
9.6
(
4 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $261
/Night
7 Nights - $1,824
Apartment
8.8
(
58 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1500 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $560
/Night
7 Nights - $3,923
Apartment
3 Bedrooms
3 Bathrooms
6 Guests
1000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $493
/Night
7 Nights - $3,450
About Middlesex Vacation Rentals
With more than 143 Middlesex vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Middlesex.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Middlesex, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Middlesex. Places to stay near Middlesex are 951.83 ft² on average, with prices averaging US $407 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Middlesex with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Middlesex
| Type | Count |
|---|---|
| Vacation Homes | 72 |
| Holiday Apartments | 40 |
| Cabin Rentals | 16 |
| Hotels | 7 |
| B&B | 3 |
| Cottages | 2 |
| Others | 1 |
| Ski Chalet Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Middlesex
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Middlesex.
Weather in Middlesex
View the weather forecast for Middlesex before booking your Middlesex Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Middlesex, VT
Estiavillas offers a large selection of top attractions around Middlesex. Research things to do on your vacation before you visit Middlesex.
Stowe Mountain Resort
Sugarbush Ski Resort
Smugglers' Notch Ski Area
Ben and Jerry's Factory
Bolton Valley Ski Area
Norwich University
Alchemist Brewery
Mad River Glen Cooperative
Stowe Gondola Ski Lift
Vermont Ski Museum
Trapp Family Lodge Touring Center
Mount Mansfield Peak
Camel's Hump State Park
Toll House Double Ski Lift
Smugglers Notch State Park
Cochran's Ski Area
Alpine Slide
Stowe Mountain Club
Sugarbush Resort Golf Club
Slaughterhouse Covered Bridge
Middlesex Vacation Rental Frequently Asked Questions
Which vacation homes in Middlesex are best for families?
If you are looking for a family-friendly vacation home in Middlesex, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Middlesex:
How many vacation rentals are available in Middlesex?
Currently, the total number of properties listed in 2026 is over 143 in the Middlesex area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Middlesex.
