Hot Old Saybrook Cottage Rates

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Featured Cottages in Old Saybrook

Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake

Ledyard
The price is NZ$624 per night from 8 May to 9 May
NZ$624
includes taxes & fees
8 May - 9 May
Stay at this cottage in Ledyard. Enjoy a garden, patios, and Netflix. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino ...
Lakeside cottage overhanging the water, beautiful window views across the lake
Charming 3-bedroom cottage in Old Saybrook with WiFi and AC

Charming 3-bedroom cottage in Old Saybrook with WiFi and AC

Old Saybrook
Stay at this cottage in Old Saybrook. Enjoy air conditioning. Popular attractions Harvey's Beach and Chalker Beach are located nearby.
Charming 3-bedroom cottage in Old Saybrook with WiFi and AC
Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!

Ledyard
The price is NZ$757 per night from 11 May to 12 May
NZ$757
includes taxes & fees
11 May - 12 May
Stay at this cottage in Ledyard. Enjoy patios, Netflix, and an in-room coffeemaker. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods ...
Lakeside cottage ON the water with beautiful views up the lake!
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Charming 3-bedroom cottage short walk to Chalker Beach

Charming 3-bedroom cottage short walk to Chalker Beach

Old Saybrook
Stay at this cottage in Old Saybrook. Enjoy free WiFi, a garden, and patios. Popular attractions Chalker Beach and Harvey's Beach are located nearby.
Charming 3-bedroom cottage short walk to Chalker Beach
Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!

Montville
Stay at this cabin in Montville. Enjoy private pools, patios, and cable/satellite TV service. Popular attractions Dinosaur Place at Nature's Art and Nature's ...
Private Guest House w/ Deck + Spectacular Views!
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

Clinton
Stay at this cottage in Clinton. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Popular attractions Clinton Plaza Shopping Center ...
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets
The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton
Stay at this cottage in Clinton. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Adam Stanton House and General Store Museum ...
The gardners Cottage 1 mile from long Island Sound - pet friendly
Enchanted Waterfront Cottage

Enchanted Waterfront Cottage

Old Lyme
Stay at this cottage in Old Lyme. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Beckett Hill State Park and Florence Griswold Museum ...
Enchanted Waterfront Cottage
Orient Village — Historic Bayfront Cottage — 2025 Season

Orient Village — Historic Bayfront Cottage — 2025 Season

Orient
Book a stay at this beach cottage in Orient. Enjoy a beach locale, a garden, and patios. Popular attractions Oysterponds Historical Society and Island's End ...
Orient Village — Historic Bayfront Cottage — 2025 Season
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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.

Old Saybrook Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Old Saybrook will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Old Saybrook definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Old Saybrook, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Old Saybrook Cottages essential information

Accommodation
231 Cottages
Lowest Price
NZ$152
Highest Price
NZ$757
Popular accommodation
Lakeside cottage overhanging the water, beautiful window views across the lake, Charming 3-bedroom cottage in Old Saybrook with WiFi and AC, Lakeside cottage ON the water with beautiful views up the lake!, Charming 3-bedroom cottage short walk to Chalker Beach, Private Guest House w/ Deck + Spectacular Views!, 1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets, The gardners Cottage 1 mile from long Island Sound - pet friendly, Enchanted Waterfront Cottage, Orient Village — Historic Bayfront Cottage — 2025 Season

Top trending hotels in Old Saybrook

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is NZ$152 per night from 29 Apr to 30 Apr
NZ$152
includes taxes & fees
29 Apr - 30 Apr
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Pier Blue Inn Old Saybrook - Essex
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is NZ$629 per night from 29 Apr to 30 Apr
NZ$629
includes taxes & fees
29 Apr - 30 Apr
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
Saybrook Point Resort & Marina
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is NZ$213 per night from 11 May to 12 May
NZ$213
includes taxes & fees
11 May - 12 May
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Quality Inn Old Saybrook - Westbrook
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New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is NZ$244 per night from 4 May to 5 May
NZ$244
includes taxes & fees
4 May - 5 May
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
New Haven Hotel
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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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^Subject to availability and chosen travel dates.