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Middlesex County Rentals By Owner
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Frequently Asked Questions About Middlesex County Vacation Rentals
What are the top rated Vacation Rentals in Middlesex County?
There are a lot of options in Middlesex County. If you plan on staying in the Middlesex County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Middlesex County:
- Classic Lake House w/private waterfront, 4 steps to water, FirePit/Kayaks/canoe
- Waterfront Retreat overlooking Long Island Sound w/gorgeous sunrises & sunsets!
- Luxury Waterfront Home-Now booking through Summer 2026
- UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge
- Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
- Spacious yard and view of Long Island Sound- walk to secluded beach!
- Autumn and Winter at the Haddam House
- Waterfront Escape
- COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
- You and your Family deserve a break. Relax and enjoy lake front living
Which is the best family rental in Middlesex County?
There are many large, family-friendly vacation homes available in Middlesex County; however, here are the most popular family rentals listed on our site:
- The Sharlene Cottage
- Charming Old Saybrook Cottage Less Than 1 Mi to Beach
- Cottage-Chic Retreat Less Than 1 Mi to Connecticut River!
- Charming Westbrook Cottage, Steps to Private Beach
- Remodeled 4 BR Waterfront Beach House with all the Comforts of Home.and more!
- Saybrook Manor Beach House
- New England Tiny Home Experience: Coffee & More!
- Relaxing summer rental, walking distance to the beach, short ride to the outlets
Can we get self-catering vacation rentals in Middlesex County?
Yes, there are 7 self-catering vacation homes in Middlesex County that have hot tubs, swimming pools, & other amenities.
What are the best luxury vacation rentals near Middlesex County?
There are more than 7 luxury villas and vacation homes in or near Middlesex County. Filter by price to compare find the most expensive places to stay on Marthasvineyardcottages.
Can we bring our dog to our vacation rental in Middlesex County?
Yes, there are 7 pet friendly vacation homes and places to stays that are available in or near Middlesex County that you may consider.