Middlesex Vacation Rentals, Hotels, & Places to Stay
House
10.0Exceptional
(116 Reviews)
3 Bedrooms
1 Bath
8 Guests
1300 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $336/Night
7 Nights - US $2,352
Resort
- Rochester
- ·
- Canandaigua
- 7.09 mi to center
10.0Exceptional
(5 Reviews)
3 Baths
6 Guests
1872.92 ft²
Private Beach
Oceanfront
EV Charge Station- Parking
US $377/Night
7 Nights - US $2,636
Cottage
10.0Exceptional
(99 Reviews)
2 Bedrooms
1 Bath
4 Guests
2000 ft²
Hot Tub- Parking
Ocean View- Balcony/Terrace
US $492/Night
7 Nights - US $3,443
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1754.52 ft²
- Parking
Spa- Balcony/Terrace
Internet
US $557/Night
7 Nights - US $3,899
House
10.0Exceptional
(78 Reviews)
2 Bedrooms
1 Bath
6 Guests
1900 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $473/Night
7 Nights - US $3,311
Cabin
10.0Exceptional
(73 Reviews)
2 Bedrooms
1 Bath
2 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $266/Night
7 Nights - US $1,862
House
10.0Exceptional
(54 Reviews)
4 Bedrooms
3 Baths
10 Guests
3250 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $719/Night
7 Nights - US $5,031
Cabin
10.0Exceptional
(38 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $433/Night
7 Nights - US $3,034
RV Rental
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
Child Friendly
Security/Safety
US $278/Night
7 Nights - US $1,944
Luxury Places to Stay in Middlesex
Over 188+ Luxury Places to Stay in or Near Middlesex
House
- Rochester
- ·
- Grange Landing
- 0.15 mi to center
6 Bedrooms
5 Baths
16 Guests
3799.66 ft²
- Parking
Pool- Balcony/Terrace
View
US $2,742/Night
7 Nights - US $19,192
House
- Rochester
- ·
- Grange Landing
- 0.15 mi to center
10.0Exceptional
(15 Reviews)
6 Bedrooms
4 Baths
14 Guests
Private Pool- Hot Tub
- Parking
- Pool
US $1,840/Night
7 Nights - US $12,880
RV Rental
10.0Exceptional
(3 Reviews)
6 Bedrooms
3 Baths
16 Guests
- Child Friendly
Bedding/Linens
Designated Smoking Area
US $1,679/Night
7 Nights - US $11,752
Cottage
9.6Exceptional
(14 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $1,399/Night
7 Nights - US $9,790
House
3 Bedrooms
1 Bath
6 Guests
1636 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,331/Night
7 Nights - US $9,316
House
- Rochester
- ·
- Grange Landing
- 0.61 mi to center
10.0Exceptional
(13 Reviews)
5 Bedrooms
3 Baths
10 Guests
3826 ft²
- Hot Tub
- Parking
- Spa
- Ocean View
US $1,275/Night
7 Nights - US $8,925
House
9.8Exceptional
(9 Reviews)
5 Bedrooms
2 Baths
10 Guests
1800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,191/Night
7 Nights - US $8,340
New
House
6 Bedrooms
7 Baths
18 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,186/Night
7 Nights - US $8,303
House
10.0Exceptional
(5 Reviews)
4 Bedrooms
4 Baths
22 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $1,140/Night
7 Nights - US $7,980
Top-Rated Vacation Rentals with a Pool in Middlesex
Over 11+ Top-Rated Vacation Rentals with a Pool in or Near Middlesex
Cabin
10.0Exceptional
(36 Reviews)
5 Bedrooms
5 Baths
8 Guests
4400 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $829/Night
7 Nights - US $5,802
Bed & Breakfast
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
4 Guests
Breakfast- Parking
- Pool
- Balcony/Terrace
US $278/Night
7 Nights - US $1,944
Bed & Breakfast
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $265/Night
7 Nights - US $1,858
House
- New York
- ·
- Branchport
- 1.69 mi to center
9.8Exceptional
(44 Reviews)
4 Bedrooms
2 Baths
10 Guests
1800 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $851/Night
7 Nights - US $5,954
House
9.8Exceptional
(40 Reviews)
4 Bedrooms
3 Baths
8 Guests
3879 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $764/Night
7 Nights - US $5,347
House
6 Bedrooms
6 Baths
18 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $981/Night
7 Nights - US $6,870
House
10.0Exceptional
(1 Review)
7 Bedrooms
6 Baths
16 Guests
3150 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $4,138/Night
7 Nights - US $28,966
House
9.0Exceptional
(2 Reviews)
6 Bedrooms
10 Baths
16 Guests
6500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,526/Night
7 Nights - US $10,679
Cottage
- Rochester
- ·
- Grange Landing
- 0.63 mi to center
4.8Average
(49 Reviews)
1 Bedroom
3 Baths
4 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $220/Night
7 Nights - US $1,540
Pet-Friendly Vacation Rentals in Middlesex
Over 54+ Pet-Friendly Vacation Rentals in or Near Middlesex
Cabin
9.8Exceptional
(108 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $338/Night
7 Nights - US $2,367
House
8.0Excellent
(1 Review)
2 Bedrooms
1 Bath
8 Guests
1184.03 ft²
- Parking
- Internet
Pet Friendly
Sports/Activities
US $235/Night
7 Nights - US $1,645
Cottage
9.8Exceptional
(97 Reviews)
2 Bedrooms
1 Bath
6 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $358/Night
7 Nights - US $2,507
New
House
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Parking
Skiing- Air Conditioner
US $373/Night
7 Nights - US $2,614
House
10.0Exceptional
(36 Reviews)
3 Bedrooms
2 Baths
8 Guests
2000 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $816/Night
7 Nights - US $5,712
Cottage
10.0Exceptional
(35 Reviews)
2 Bedrooms
1 Bath
6 Guests
1100 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $392/Night
7 Nights - US $2,744
House
10.0Exceptional
(27 Reviews)
4 Bedrooms
1 Bath
8 Guests
1400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $483/Night
7 Nights - US $3,383
New
House
10.0Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
14 Guests
3110 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,037/Night
7 Nights - US $7,260
New
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
8 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,020/Night
7 Nights - US $7,141
Large Vacation Homes & Villas in Middlesex
Over 39+ Large Vacation Homes & Villas in or Near Middlesex
Cabin
9.6Exceptional
(74 Reviews)
11 Bedrooms
5 Baths
24 Guests
4200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $842/Night
7 Nights - US $5,896
House
9.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
14 Guests
1496.18 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $760/Night
7 Nights - US $5,321
Ski Chalet
10.0Exceptional
(5 Reviews)
5 Bedrooms
2 Baths
10 Guests
2732 ft²
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
US $959/Night
7 Nights - US $6,716
House
10.0Exceptional
(1 Review)
5 Bedrooms
2 Baths
10 Guests
4615 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $928/Night
7 Nights - US $6,495
House
10.0Exceptional
(1 Review)
6 Bedrooms
5 Baths
16 Guests
- Hot Tub
- Spa
- Balcony/Terrace
- Kitchen
US $591/Night
7 Nights - US $4,136
House
- Rochester
- ·
- Grange Landing
- 0.38 mi to center
9.6Exceptional
(34 Reviews)
4 Bedrooms
3 Baths
11 Guests
1800 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $812/Night
7 Nights - US $5,687
Cottage
9.2Exceptional
(49 Reviews)
6 Bedrooms
2 Baths
14 Guests
2500 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $429/Night
7 Nights - US $3,003
New
House
8.0Excellent
(1 Review)
4 Bedrooms
3 Baths
12 Guests
2400 ft²
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $754/Night
7 Nights - US $5,276
New
House
5 Bedrooms
3 Baths
14 Guests
1500 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $448/Night
7 Nights - US $3,139
Wheelchair Accessible Vacation Homes in Middlesex
Over 6+ Wheelchair Accessible Vacation Homes in or Near Middlesex
Condo
- Rochester
- ·
- Canandaigua
- 7.03 mi to center
10.0Exceptional
(39 Reviews)
2 Bedrooms
1 Bath
6 Guests
1113 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $338/Night
7 Nights - US $2,367
House
10.0Exceptional
(122 Reviews)
6 Bedrooms
4 Baths
24 Guests
6500 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $3,754/Night
7 Nights - US $26,280
House
9.6Exceptional
(8 Reviews)
6 Bedrooms
5 Baths
28 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $1,467/Night
7 Nights - US $10,267
House
4 Bedrooms
3 Baths
12 Guests
2500 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $1,105/Night
7 Nights - US $7,732
House
- Rochester
- ·
- Bristol Hills
- 2.55 mi to center
5.0Average
(3 Reviews)
3 Bedrooms
4 Baths
12 Guests
2786 ft²
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $554/Night
7 Nights - US $3,878
Condo
4.8Average
(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1638 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $182/Night
7 Nights - US $1,274
Middlesex Varoom and Airbnb Places to Stay Under $200
Over 16+ Middlesex Varoom and Airbnb Places to Stay Under $200
RV Rental
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Child Friendly
US $195/Night
7 Nights - US $1,364
New
House
- New York
- ·
- Branchport
- 2.53 mi to center
1 Bedroom
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
US $168/Night
7 Nights - US $1,178
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Pet Friendly
- Child Friendly
Accessibility
US $191/Night
7 Nights - US $1,334
House
- Rochester
- ·
- Canandaigua
- 7.08 mi to center
9.8Exceptional
(65 Reviews)
2 Bedrooms
2 Baths
4 Guests
1560 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $137/Night
7 Nights - US $959
Condo
- Rochester
- ·
- Canandaigua
- 7.22 mi to center
8.4Excellent
(5 Reviews)
3 Bedrooms
1 Bath
6 Guests
1638 ft²
- Air Conditioner
- Internet
Laundry- Bedding/Linens
US $188/Night
7 Nights - US $1,318
Condo
- Rochester
- ·
- Canandaigua
- 6.95 mi to center
3 Bedrooms
2 Baths
7 Guests
1500 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $191/Night
7 Nights - US $1,336
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $107/Night
7 Nights - US $750
Condo
- Rochester
- ·
- Canandaigua
- 7.00 mi to center
9.6Exceptional
(37 Reviews)
3 Bedrooms
2 Baths
6 Guests
1416 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $168/Night
7 Nights - US $1,176
Condo
- Rochester
- ·
- Canandaigua
- 7.03 mi to center
9.6Exceptional
(21 Reviews)
3 Bedrooms
2 Baths
4 Guests
1113 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $183/Night
7 Nights - US $1,279
Instantly Bookable Vacation Homes in Middlesex
Over 86+ Instantly Bookable Vacation Homes in or Near Middlesex
House
- Rochester
- ·
- Bristol Harbour Village
- 0.04 mi to center
9.8Exceptional
(73 Reviews)
3 Bedrooms
2 Baths
6 Guests
1630 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $293/Night
7 Nights - US $2,051
House
- Rochester
- ·
- Canandaigua
- 7.26 mi to center
9.6Exceptional
(58 Reviews)
4 Bedrooms
2 Baths
8 Guests
3000 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $485/Night
7 Nights - US $3,394
House
- Rochester
- ·
- Canandaigua
- 7.13 mi to center
9.4Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $391/Night
7 Nights - US $2,735
RV Rental
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Child Friendly
US $278/Night
7 Nights - US $1,944
Cabin
10.0Exceptional
(59 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $293/Night
7 Nights - US $2,051
Cabin
10.0Exceptional
(48 Reviews)
3 Bedrooms
2 Baths
6 Guests
1750 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $646/Night
7 Nights - US $4,523
Condo
- Rochester
- ·
- Canandaigua
- 6.92 mi to center
10.0Exceptional
(29 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $289/Night
7 Nights - US $2,024
House
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $591/Night
7 Nights - US $4,137
House
- New York
- ·
- Branchport
- 2.58 mi to center
10.0Exceptional
(11 Reviews)
3 Bedrooms
1 Bath
8 Guests
15328 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $349/Night
7 Nights - US $2,443
Book a Last Minute Place to Stay in Middlesex
About Middlesex Vacation Rentals
There are more than 197 places to stay that are available in Middlesex. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Middlesex.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Middlesex, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Middlesex. Places to stay near Middlesex are 1395.29 ft² on average, with prices averaging US $606 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in Middlesex. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.
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Top Rental Accommodation Types in Middlesex
| Type | Count |
|---|---|
| Vacation Homes | 116 |
| Cottages | 22 |
| Holiday Apartments | 3 |
Use these Quick Filters to Find a Vacation Rental in Middlesex
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Middlesex today.
Weather in Middlesex, NY
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, NY
Varoom offers a large selection of top attractions around Middlesex . Research things to do on your vacation before you visit Middlesex.
Frequently Asked Questions About Middlesex?
What are the top vacation rentals in Middlesex?
We have scoured the web to find you options in Middlesex. If you plan on staying near or in the Middlesex area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Middlesex:
- Amazing cabin in the Finger Lakes! Hiking, wineries, restaurants.etc! Pets ok
- Private! Unique Lake Front Cottage. Heron Cove Sanctuary, Beauty & Peace!
- Paradise on the Lake
- Naples, NY - Finger Lakes/Hemingway Log Cabin
- Cozy Country Cabin near Canandaigua-HOT TUB-Seasonally Decorated-Sunsets-CMAC
- Beautiful Timber-Frame Cottage - Canandaigua Lake
- Naples Cabin w/Lake Views & Wraparound Deck!
- Waterfront two story condo
- Private getaway cabin in the woods
- Braeloch Lodge - Canandaigua lakefront timberframe w/breathtaking views, spa
Which vacation homes in Middlesex are best for families?
If you are looking for a place to stay that is family-friendly in Middlesex, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Middlesex:
- Canandaigua Lake House on the Water
- Lakeside Condo with plenty of amenities close to Bristol Mountain - permit - 2024-0018
- 3 bedroom Lakeview home with New Hot tub!
How many Varoom vacation rentals are available in Middlesex?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 197 in the Middlesex area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Middlesex.
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