
Holiday rentals near Shoreline Trolley Museum
We found 763 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals within easy reach of Shoreline Trolley Museum that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include parking and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Shoreline Trolley Museum
Showing deals for:25 Jul - 1 Aug
Image gallery for Vrbo Property

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Vrbo Property
Bridgeport, CT
8% off
Price is NZ$6,881
NZ$6,881
NZ$983 per night
includes taxes & fees
Image gallery for Perfect Family Beach Getaway, walking distance to Restaurants

1010 out of 10 rating
Exceptional
(59 reviews)
Perfect Family Beach Getaway, walking distance to Restaurants
East Haven, CT
8% off
Price is NZ$3,589
NZ$3,589
NZ$513 per night
includes taxes & fees
Image gallery for Luxury Beach Oasis with Amazing Panoramic Ocean Views

1010 out of 10 rating
Exceptional
(6 reviews)
Luxury Beach Oasis with Amazing Panoramic Ocean Views
Milford, CT
8% off
Price is NZ$15,014
NZ$15,014
NZ$2,145 per night
includes taxes & fees
Image gallery for Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!

1010 out of 10 rating
Exceptional
(86 reviews)
Peaceful Pinewood Retreat 1 hour from NYC, close to Yale, SHU, & FU!
Trumbull, CT
8% off
Price is NZ$5,141
NZ$5,141
NZ$734 per night
includes taxes & fees
Image gallery for Private Home - Pool and Close to CT Shoreline Beaches

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Private Home - Pool and Close to CT Shoreline Beaches
North Branford, CT
16% off
Price is NZ$9,702
NZ$9,702
NZ$1,386 per night
includes taxes & fees
Image gallery for Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres

9.69.6 out of 10 rating
Exceptional
(19 reviews)
Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres
Shelton, CT
10% off
Price is NZ$1,857
NZ$1,857
NZ$265 per night
includes taxes & fees
Image gallery for Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches

1010 out of 10 rating
Exceptional
(5 reviews)
Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
Killingworth, CT
7% off
Price is NZ$18,852
NZ$18,852
NZ$2,693 per night
includes taxes & fees
Image gallery for Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

1010 out of 10 rating
Exceptional
(128 reviews)
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Branford, CT
8% off
Price is NZ$5,921
NZ$5,921
NZ$846 per night
includes taxes & fees
Image gallery for Winchester - Your Home Away from Home

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Winchester - Your Home Away from Home
New Haven, CT
8% off
Price is NZ$3,554
NZ$3,554
NZ$508 per night
includes taxes & fees
Image gallery for Fun Lake Front Cottage!

9.89.8 out of 10 rating
Exceptional
(89 reviews)
Fun Lake Front Cottage!
Middlefield, CT
7% off
Price is NZ$3,057
NZ$3,057
NZ$437 per night
includes taxes & fees
Image gallery for Sleeping Giant Getaway w/ Swim Spa/Tonal/Peloton

1010 out of 10 rating
Exceptional
(10 reviews)
Sleeping Giant Getaway w/ Swim Spa/Tonal/Peloton
Hamden, CT
8% off
Price is NZ$9,540
NZ$9,540
NZ$1,363 per night
includes taxes & fees
Image gallery for Newly renovated w/ Brand new kitchen and updated living room with more windows!

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Newly renovated w/ Brand new kitchen and updated living room with more windows!
Guilford, CT
8% off
Price is NZ$7,741
NZ$7,741
NZ$1,106 per night
includes taxes & fees
Image gallery for Beautiful old style beach cottage Walk to beach/ restaurants Center of town

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Beautiful old style beach cottage Walk to beach/ restaurants Center of town
Branford, CT
8% off
Price is NZ$3,973
NZ$3,973
NZ$568 per night
includes taxes & fees
Image gallery for Cozy Escape - Wooster Square

8.08.0 out of 10 rating
Very good
(8 reviews)
Cozy Escape - Wooster Square
New Haven, CT
9% off
Price is NZ$2,818
NZ$2,818
NZ$403 per night
includes taxes & fees
Image gallery for Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

1010 out of 10 rating
Exceptional
(42 reviews)
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Guilford, CT
8% off
Price is NZ$14,485
NZ$14,485
NZ$2,069 per night
includes taxes & fees
Image gallery for Relax at Rudy's peaceful resting place...

1010 out of 10 rating
Exceptional
(5 reviews)
Relax at Rudy's peaceful resting place...
East Haven, CT
8% off
Price is NZ$3,340
NZ$3,340
NZ$477 per night
includes taxes & fees
Image gallery for 4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

1010 out of 10 rating
Exceptional
(30 reviews)
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
East Haven, CT
17% off
Price is NZ$10,005
NZ$10,005
NZ$1,429 per night
includes taxes & fees
Image gallery for NEW JULY/AUGUST 2025 DATES JUST ADDED! Stunning Waterfront Home/Private Beach!

1010 out of 10 rating
Exceptional
(41 reviews)
NEW JULY/AUGUST 2025 DATES JUST ADDED! Stunning Waterfront Home/Private Beach!
Clinton, CT
8% off
Price is NZ$10,679
NZ$10,679
NZ$1,526 per night
includes taxes & fees
Image gallery for 1 bedroom Cozy, comfy, super clean, great location and own entrance!!

9.49.4 out of 10 rating
Exceptional
(32 reviews)
1 bedroom Cozy, comfy, super clean, great location and own entrance!!
Shelton, CT
7% off
Price is NZ$976
NZ$976
NZ$139 per night
includes taxes & fees
Image gallery for Centric property close to all the great things in the city

8.28.2 out of 10 rating
Very good
(10 reviews)
Centric property close to all the great things in the city
Bridgeport, CT
12% off
Price is NZ$2,274
NZ$2,274
NZ$325 per night
includes taxes & fees
Image gallery for Penthouse Apartment at Yale University.

1010 out of 10 rating
Exceptional
(98 reviews)
Penthouse Apartment at Yale University.
New Haven, CT
16% off
Price is NZ$3,689
NZ$3,689
NZ$527 per night
includes taxes & fees
Image gallery for Cozy 2 bedroom home located minutes from downtown

9.69.6 out of 10 rating
Exceptional
(24 reviews)
Cozy 2 bedroom home located minutes from downtown
New Haven, CT
8% off
Price is NZ$2,234
NZ$2,234
NZ$319 per night
includes taxes & fees
Image gallery for Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger
Higganum, CT
16% off
Price is NZ$5,532
NZ$5,532
NZ$790 per night
includes taxes & fees
Image gallery for Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!
Stratford, CT
8% off
Price is NZ$4,146
NZ$4,146
NZ$592 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Shoreline Trolley Museum
Spacious Beachfront home in vibrant Beach Community!
Sleeps 12 · 5 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Beach House steps from sand & Amazing Views
Sleeps 12 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Private Home - Pool and Close to CT Shoreline Beaches
Sleeps 10 · 4 bedrooms · 2+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Waterfront Estate Home - Beach and Shared Pool - East
Sleeps 20 · 9 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
NEW JULY/AUGUST 2025 DATES JUST ADDED! Stunning Waterfront Home/Private Beach!
Sleeps 5 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
Luxurious, Direct Oceanfront Home with Private Beach
Sleeps 10 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value