
Holiday houses in Shelton
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Top-rated holiday rentals in Shelton
Guests agree: these stays are highly rated for location, cleanliness and more.

The Boathouse, private downtown Harborside suite
The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

Private Inn
Private(not shared) self check-in, clean, quiet, safe, and free off street parking on a cul de sac road. The suite is 600sq your own private bathroom, backyard, and number keypad for your convenience to enter/exit into the suite at will, there is high speed Wi-Fi, HD cable tv, Kcup machine, heat/ac (indoor fireplace) also a firepit outsde ,rubber track and tennis courts literally in the back yard. 5miles away from Yale/nh and 5mins to Griffen Hospital and major highways great local restaurants

Private Studio Apartment; Kitchen; Fully Furnished
This 625 sqft fully furnished studio apartment has its own private entrance and sleeps 2-3 with a queen bed and Murphy bed. Other than outside, there is no contact with other people (hosts, other guests, etc) possible unless the guest allows such. The unit consists of a living room, dining space (breakfast basics provided), kitchen, full bathroom/laundry. Walk to Fairfield U; an easy train ride to NYC. (Need the Murphy bed? PLEASE do not wait until just before checkin to let us know that!)

Water front studio apartment with fireplace.
This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

WaterviewsTakeWedding pics,CollegeTours Yale&Beach
PETS ALLOWED! Spectacular unobstructed Long Island Sound views year-round, out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes to wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

The ARLO - Walk to Brewery & Restaurants
Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Westshore Luxury
Relax in the cozy living spaces, unwind in the bonus room, or take a peaceful stroll along the sandy beach just steps from your door. Enjoy breathtaking sunrises and sunsets over the water, fall asleep to the soothing sound of waves, or explore the scenic shoreline by bike. Whether you’re visiting for a quiet weekend escape or a longer stay, this charming beach home offers the perfect balance of comfort and tranquility. Quiet home for rest and relaxation — no parties or events.

Retreat in New Haven by Stephanie and Damian
Welcome to your retreat in the heart of Westville. This apartment features a spa-like bathroom and a cozy living room with a super-comfy couch and large flatscreen TV. Relax in this centrally located oasis near Yale’s football stadium, Westville Bowl, local art studios, coffee shops, and top restaurants just steps away. Perfect for extended stays, traveling professionals, visiting faculty, or anyone seeking a convenient home base this winter. Discounts for stays of 30+ days.

3BD Cottage | Walk 2 Beach and Tyde | Fire pit
Walking distance from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom, 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!

3 Acre Forest, 2 King Beds, Fireplace, BBQ & more
🛏️2 king, 2 twin, BBQ, fireplace, firepit, 1550 sqft entire house 🅿️🛜 Tucked away at the end of a quiet street, set on 3+ acres of lush wooded land, our home is the perfect blend of seclusion and convenience. With a forest as your backyard and RT34 one min away, you can easily balance your desire for nature and adventure with the need for easy travel and commuting, take a short hike into a forest (trails minutes away) and/or relax under the stars around a fire pit.

The Cottage at Cedar Spring Farm
Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. The holidays are right around the corner. Holiday reservations have date restrictions. Please inquire about availability. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two.

Super cozy 1 BR apt. own entrance, great loc.
Very quiet residential neighborhood, very clean, super cozy apartment with two bedrooms, living room; computer desk with work station, kitchenette (no stove), own bathroom, and amenities. 20 minutes away from Bridgeport, 15 minutes away from Yale, New Haven. Lakes in walking distance, Metro-North rail; 7 minutes, local shopping area 1 mile. Bus route in walking distance. Great neighborhood!! All are welcomed. Warm community.
Popular amenities for Shelton holiday rentals
Other great holiday rentals in Shelton

Fully Renovated Rural Barn

Shelton's New England Nest: 2 bed EV, Shower, W/D

Cozy studio unit

Tranquil beach retreat

Bright & Cheerful 3 Bed suite w/ Free Parking

New & Modern Studio Apartment in Fairfield CT

Modern Downtown Stay Near Yale • Rooftop • Gym

Cozy Apartment Centrally Located in Southbury
When is the best time to visit Shelton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 AUD | $151 AUD | $169 AUD | $184 AUD | $184 AUD | $185 AUD | $175 AUD | $174 AUD | $188 AUD | $172 AUD | $155 AUD | $155 AUD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Shelton?
Shelton has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Shelton?
Experience the best of Shelton with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Shelton?
Four-legged friends are welcome in Shelton. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Shelton?
Yes! Work meets play with ease at over 30 vacation rentals in Shelton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Shelton have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Shelton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Shelton have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Shelton. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Shelton have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Shelton. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Shelton have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Shelton. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Shelton

Total holiday rentals
Explore 60 holiday rentals in Shelton

Nightly prices starting at
Shelton holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 2,760 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Shelton holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shelton rentals

4.8 Average rating
Shelton stays are highly rated by guests—averaging 4.8 out of 5!
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- Yale University
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- Thunder Ridge Ski Area
- Southampton Beach
- Robert Moses State Park Beach
- Sunken Meadow State Park
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Long Island Aquarium
- Bear Mountain State Park
- Yale University Art Gallery
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- Ski Sundown
- Sherwood Island State Park
- Sleeping Giant State Park
- Compo Beach
- Orient Beach State Park
- Dunewood
- Meschutt Beach
- Benmarl Winery
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