88+ Private Villas and Holiday Rentals in Middle Haddam |
Middle Haddam Holiday Rentals
Cottage
- Hartford
- ·
- Lake Pocotopaug
- 0.86 mi to center
10.0Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
6 Guests
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $293/Night
7 Nights - US $2,048
House
- Hartford
- ·
- Lake Pocotopaug
- 1.15 mi to center
10.0Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
1399.31 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $497/Night
7 Nights - US $3,477
Cabin
- Old Saybrook
- ·
- East Haddam
- 4.15 mi to center
9.6Exceptional
(151 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
Kitchen
US $206/Night
7 Nights - US $1,441
House
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
7 Guests
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $328/Night
7 Nights - US $2,295
House
- Hartford
- ·
- Lake Pocotopaug
- 0.73 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
8 Guests
2195.84 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $301/Night
7 Nights - US $2,107
Apartment
- Hartford
- ·
- Middletown
- 0.98 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
950 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
Parking
US $254/Night
7 Nights - US $1,779
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
US $139/Night
7 Nights - US $976
House
- Hartford
- ·
- Lake Pocotopaug
- 0.92 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $253/Night
7 Nights - US $1,771
House
- Hartford
- ·
- Middletown
- 0.72 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
1 Guest
- Air Conditioner
Internet
Laundry
Bedding/Linens
US $55/Night
7 Nights - US $385
Luxury Holiday Rentals in Middle Haddam
Over 79+ Luxury Holiday Rentals in or Near Middle Haddam
House
- Old Saybrook
- ·
- Haddam Center Historic District
- 0.62 mi to center
9.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
2175 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,009/Night
7 Nights - US $7,063
Apartment
1 Bedroom
1 Bath
30 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $931/Night
7 Nights - US $6,517
House
- Hartford
- ·
- Lake Pocotopaug
- 0.36 mi to center
4 Bedrooms
1 Bath
10 Guests
538.2 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $826/Night
7 Nights - US $5,781
House
- Hartford
- ·
- East Hampton
- 2.26 mi to center
10.0Exceptional
(4 Reviews)
5 Bedrooms
2 Baths
9 Guests
Private Pool- Fireplace/Heating
Pool- Ocean View
US $763/Night
7 Nights - US $5,339
House
- Hartford
- ·
- Middle Haddam
- 1.54 mi to center
9.8Exceptional
(122 Reviews)
5 Bedrooms
2 Baths
9 Guests
3700 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $759/Night
7 Nights - US $5,313
House
- Old Saybrook
- ·
- Haddam Center Historic District
- 0.62 mi to center
4 Bedrooms
3 Baths
8 Guests
2174.31 ft²
- Balcony/Terrace
- View
- Parking
- Air Conditioner
US $743/Night
7 Nights - US $5,199
House
- Hartford
- ·
- Lake Pocotopaug
- 0.73 mi to center
10.0Exceptional
(21 Reviews)
4 Bedrooms
3 Baths
8 Guests
2180 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $741/Night
7 Nights - US $5,185
House
- Hartford
- ·
- Lake Pocotopaug
- 0.48 mi to center
10.0Exceptional
(6 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $708/Night
7 Nights - US $4,959
House
- Hartford
- ·
- Lake Pocotopaug
- 0.72 mi to center
10.0Exceptional
(36 Reviews)
4 Bedrooms
3 Baths
9 Guests
3000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $680/Night
7 Nights - US $4,760
Top-Rated Holiday Rentals with a Pool in Middle Haddam
Over 7+ The Best Private Villas and Holiday Rentals in Middle Haddam with a Pool
Bed & Breakfast
- Hartford
- ·
- East Hampton
- 1.18 mi to center
9.7Exceptional
(34 Reviews)
11 Bedrooms
5 Baths
10 Guests
277.71 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $301/Night
7 Nights - US $2,109
Bed & Breakfast
- Hartford
- ·
- East Hampton
- 1.18 mi to center
9.6Exceptional
(85 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $308/Night
7 Nights - US $2,156
House
- Hartford
- ·
- East Hampton
- 3.87 mi to center
9.6Exceptional
(14 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $366/Night
7 Nights - US $2,560
Hotel
- Hartford
- ·
- Middletown
- 0.81 mi to center
9.0Exceptional
(584 Reviews)
1 Bath
- Hot Tub
- Pool
- Balcony/Terrace
Breakfast
US $212/Night
7 Nights - US $1,483
Hotel
- Hartford
- ·
- Middletown
- 0.82 mi to center
8.4Excellent
(200 Reviews)
3 Baths
391.09 ft²
- Private Pool
- Oceanfront
- Hot Tub
Skiing
US $491/Night
7 Nights - US $3,437
Apartment
- Hartford
- ·
- Middletown
- 1.14 mi to center
8.0Excellent
(1 Review)
3 Bedrooms
3 Baths
5 Guests
1600 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $212/Night
7 Nights - US $1,484
House
- Hartford
- ·
- Middletown
- 0.98 mi to center
1 Bedroom
1 Bath
3 Guests
- Pool
- Pet Friendly
- Child Friendly
US $150/Night
7 Nights - US $1,050
Pet-Friendly Holiday Rentals in Middle Haddam
Over 32+ Pet-Friendly Holiday Rentals in or Near Middle Haddam
Apartment
- Hartford
- ·
- Middletown
- 1.00 mi to center
6.0Good
(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $286/Night
7 Nights - US $2,004
Apartment
- Hartford
- ·
- Middletown
- 0.98 mi to center
9.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
947.22 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $343/Night
7 Nights - US $2,400
House
- Old Saybrook
- ·
- Higganum
- 2.57 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $967/Night
7 Nights - US $6,770
Apartment
- Hartford
- ·
- Middletown
- 1.00 mi to center
2 Bedrooms
1 Bath
4 Guests
942 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $245/Night
7 Nights - US $1,718
Apartment
- Hartford
- ·
- Middletown
- 1.00 mi to center
7.5Very Good
(11 Reviews)
1 Bedroom
1 Bath
5 Guests
1001.04 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $229/Night
7 Nights - US $1,605
House
- Hartford
- ·
- Lake Pocotopaug
- 1.15 mi to center
10.0Exceptional
(28 Reviews)
3 Bedrooms
2 Baths
6 Guests
1400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $633/Night
7 Nights - US $4,428
House
- Hartford
- ·
- Lake Pocotopaug
- 1.25 mi to center
10.0Exceptional
(21 Reviews)
3 Bedrooms
1 Bath
8 Guests
1200 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $356/Night
7 Nights - US $2,492
House
- Hartford
- ·
- Lake Pocotopaug
- 0.61 mi to center
10.0Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
9 Guests
1750 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $619/Night
7 Nights - US $4,330
House
- Hartford
- ·
- Lake Pocotopaug
- 0.13 mi to center
10.0Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
6 Guests
1520 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $493/Night
7 Nights - US $3,449
Large Holiday Rentals and Private Villas in Middle Haddam
Over 14+ Large Holiday Rentals and Private Villas in or Near Middle Haddam
House
- Hartford
- ·
- Lake Pocotopaug
- 0.69 mi to center
10.0Exceptional
(152 Reviews)
3 Bedrooms
2 Baths
10 Guests
1960 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $604/Night
7 Nights - US $4,226
Bed & Breakfast
- Old Saybrook
- ·
- Higganum
- 2.29 mi to center
10.0Exceptional
(1 Review)
7 Bedrooms
5 Baths
14 Guests
406.87 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $222/Night
7 Nights - US $1,552
House
- Hartford
- ·
- Lake Pocotopaug
- 0.80 mi to center
9.6Exceptional
(62 Reviews)
5 Bedrooms
3 Baths
14 Guests
2100 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $370/Night
7 Nights - US $2,587
House
- Hartford
- ·
- Middletown
- 2.30 mi to center
5 Bedrooms
2 Baths
10 Guests
1689.93 ft²
- Fireplace/Heating
- View
- Air Conditioner
- Internet
US $290/Night
7 Nights - US $2,027
House
9.6Exceptional
(9 Reviews)
5 Bedrooms
2 Baths
11 Guests
2050 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $346/Night
7 Nights - US $2,420
House
- Hartford
- ·
- Lake Pocotopaug
- 1.07 mi to center
9.4Exceptional
(58 Reviews)
4 Bedrooms
2 Baths
12 Guests
1500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $476/Night
7 Nights - US $3,333
House
- Hartford
- ·
- Middletown
- 2.30 mi to center
9.4Exceptional
(6 Reviews)
5 Bedrooms
2 Baths
10 Guests
1690 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $490/Night
7 Nights - US $3,427
House
- Hartford
- ·
- East Hampton
- 3.39 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $688/Night
7 Nights - US $4,817
House
- Hartford
- ·
- Lake Pocotopaug
- 1.11 mi to center
9.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
2904 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $491/Night
7 Nights - US $3,437
Middle Haddam Private Villas and Holiday Homes Under $200
Over 18+ Middle Haddam Private Villas and Holiday Homes Under $200
Apartment
- Hartford
- ·
- Middletown
- 0.99 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
1 Guest
200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $41/Night
7 Nights - US $285
House
- Hartford
- ·
- East Hampton
- 3.09 mi to center
9.8Exceptional
(9 Reviews)
3 Bedrooms
2 Baths
7 Guests
118.4 ft²
Private Beach- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $129/Night
7 Nights - US $903
Bed & Breakfast
- Old Saybrook
- ·
- Higganum
- 2.29 mi to center
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Parking
US $190/Night
7 Nights - US $1,332
Apartment
- Hartford
- ·
- Middletown
- 0.18 mi to center
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $193/Night
7 Nights - US $1,353
Apartment
- Hartford
- ·
- Middletown
- 0.44 mi to center
9.4Exceptional
(6 Reviews)
3 Bedrooms
1 Bath
6 Guests
1496.18 ft²
Spa- Parking
- Internet
- Child Friendly
US $176/Night
7 Nights - US $1,232
Condo
- Hartford
- ·
- Middletown
- 1.17 mi to center
1 Bedroom
1 Bath
1 Guest
- Kitchen
- Air Conditioner
- Internet
- Laundry
US $59/Night
7 Nights - US $412
Bed & Breakfast
- Old Saybrook
- ·
- Higganum
- 2.44 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
7 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $167/Night
7 Nights - US $1,172
Apartment
- Hartford
- ·
- Middletown
- 1.32 mi to center
1 Bedroom
1 Bath
3 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
US $148/Night
7 Nights - US $1,035
House
- Hartford
- ·
- Lake Pocotopaug
- 0.68 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Ocean View
- View
- Kitchen
US $158/Night
7 Nights - US $1,103
Instantly Bookable Holiday Homes in Middle Haddam
Over 15+ Instantly Bookable Holiday Homes in or Near Middle Haddam
Apartment
- Old Saybrook
- ·
- Higganum
- 2.41 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $228/Night
7 Nights - US $1,594
House
- Hartford
- ·
- Middletown
- 1.02 mi to center
10.0Exceptional
(9 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $332/Night
7 Nights - US $2,325
Apartment
- Hartford
- ·
- Middletown
- 0.44 mi to center
9.6Exceptional
(14 Reviews)
3 Bedrooms
1 Bath
6 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $257/Night
7 Nights - US $1,801
House
- Hartford
- ·
- East Hampton
- 3.09 mi to center
9.2Exceptional
(19 Reviews)
3 Bedrooms
1 Bath
7 Guests
1850 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $458/Night
7 Nights - US $3,203
Cottage
- Hartford
- ·
- Lake Pocotopaug
- 1.27 mi to center
9.2Exceptional
(7 Reviews)
3 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $368/Night
7 Nights - US $2,576
House
- Hartford
- ·
- Middletown
- 1.41 mi to center
7.2Very Good
(5 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $297/Night
7 Nights - US $2,077
Apartment
- Hartford
- ·
- Middletown
- 1.01 mi to center
3 Bedrooms
1 Bath
6 Guests
1283 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $405/Night
7 Nights - US $2,837
New
Apartment
- Hartford
- ·
- Middletown
- 1.01 mi to center
3 Bedrooms
1 Bath
6 Guests
1151 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $322/Night
7 Nights - US $2,255
House
- Hartford
- ·
- Middletown
- 0.91 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $215/Night
7 Nights - US $1,503
Book a Last Minute Place to Stay in Middle Haddam
About Casai's Private Villas and Holiday Rentals in Middle Haddam
Discover more than 88 vacation rentals available in Middle Haddam. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Middle Haddam.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Middle Haddam, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Middle Haddam. On average, places to stay near Middle Haddam offer 947.58 ft², with nightly prices averaging US $360.
With Casai, finding and comparing holiday rentals in Middle Haddam is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Middle Haddam
| Type | Count |
|---|---|
| Vacation Homes | 47 |
| Holiday Apartments | 23 |
| Cottages | 4 |
Use these Quick Filters to Find a Holiday Rental in Middle Haddam
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Middle Haddam.
Weather in Middle Haddam, CT
View the weather forecast for Middle Haddam before booking your Middle Haddam 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 Middle Haddam, CT
Casai offers a large selection of top attractions around Middle Haddam . Research things to do on your vacation before you visit Middle Haddam.
Frequently Asked Questions About Middle Haddam?
What are the top holiday rentals in Middle Haddam?
With numerous options available in Middle Haddam, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Middle Haddam:
- Classic Lake House w/private waterfront, 4 steps to water, FirePit/Kayaks/canoe
- 🌅A Lakefront Sunrise retreat for Couples or Families🌅
- Family Friendly Lake House: Lake Pocotopaug, Fire-pit, Kayaks, Canoe. Sunsets.
- Fun on the Lake: Games, Dock, Slide, EV Charger
- LAKE HOUSE! Walking distance to Lake Pocotopaug!
- Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
- Sunset Cove
- Lakeside Home: Pet-Friendly Retreat with Breathtaking Sunsets
- Walk to Wesleyan & Dwtn - New hot tub with outdoor TV
- Modern 3 Bedroom Lake House- Close To Restaurants and Beach Access
Which holiday homes in Middle Haddam are best for families?
If you're searching for a family-friendly holiday home in Middle Haddam, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Middle Haddam:
How many Casai.com holiday rentals are available in Middle Haddam?
As of 2026, Casai boasts over 88 properties listed in the Middle Haddam area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Middle Haddam.
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Finding the best prices in Middle Haddam
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