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Pet-friendly holiday rentals in Madison

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Top-rated pet-friendly home rentals in Madison

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Rental unit in East Haddam

4.78 out of 5 average rating, 273 reviews

The Federal Suite at the Wisteria Rest

The apartment is beautiful and fully furnished in the historic District of East Haddam close to Rt 9 or 2, the Goodspeed Opera House, River House and CT Shoreline. Gillettes Castle, Fox Hopyard, Devils Hopyard, & more. Just 20 minutes to Middletown and wonderful dining. This apartment is in the 1800 section and has some quirky things to be aware of, floor that have uneven heights, stairs to the bedroom and , a claw foot tub/shower that you have to step into and a full flight of stairs to get in.

Guest favourite

Cottage in Guilford

4.93 out of 5 average rating, 264 reviews

Charm + location. Walk to beach, town, & harbor.

We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

Cottage in Westbrook

4.87 out of 5 average rating, 127 reviews

Peaceful Riverfront Cottage w/Dock, Walk to Beach

This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Cottage in Branford

4.86 out of 5 average rating, 216 reviews

Cozy Home In Short Beach Community

A cozy home in a beach community which is in a central location with easy access to many outdoor activities(private beach access) & local restaurants. The location is also 5 minutes from the Branford Train Station, Stony Creek Brewery, Branford's town center. New Haven the home of Yale University, Yale Hospital and other colleges in the New Haven area are a short drive The house is across the street from Farm River. across the street in opposite direction is a short walk to Johnsons beach.

Guest favourite

Home in East Haddam

4.94 out of 5 average rating, 155 reviews

Romantic Getaway at The Lake!

Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located, 30 minutes from Hartford, 30 minutes from the Mohegan Casino.

Cabin in East Haddam

4.89 out of 5 average rating, 617 reviews

Postcard Cabins Machimoodus - NYC/Boston

An easy drive from the city, Postcard Cabins, formerly Getaway, is the ultimate way to experience the great outdoors. Nestled across acres of private woodlands, our tiny cabins have everything you need (AC/Heat, en-suite bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you disconnect from the everyday. As part of your stay, you'll receive a complimentary allocation of provisions, like s’mores, coffee and more.*

Guest favourite

Cottage in Milford

4.96 out of 5 average rating, 282 reviews

Fall Sale|Cozy Cottage|Walk to Beach| Pet-friendly

Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

Guest favourite

Guest house in Portland

4.99 out of 5 average rating, 149 reviews

Guesthouse Farm Stay

Come stay with us on our working farm. Relax and take in our beautiful 12-acre property while sitting on the back deck, overlooking pastures. Or for a more interactive experience, join us on a farm tour during our morning and evening farm chores. Our farm was established in 1739 with a rich history in agriculture and livestock. Our cottage is studio-style with an open bedroom, living room, and dining area. There is a kitchette and bathroom with a shower for your convenience.

Guest favourite

Rental unit in Old Saybrook Center

4.97 out of 5 average rating, 119 reviews

Convenient and Cute in Downtown Old Saybrook

Welcome to Old Saybrook! Our apartment sits over our garage and is attached to our primary residence. It is conveniently located within walking distance to Main Street, the beach, local parks, and other town attractions. We have recently made many upgrades to the property and we're ready for guests! We look forward to sharing our home with you! **PETS: DOGS ALLOWED BY PRE-APPROVAL ONLY and ADDITIONAL $25 PET CLEANING FEE. Please see House Rules for more info.

Guest favourite

Cottage in Guilford

4.93 out of 5 average rating, 258 reviews

The Cottage at Indian Cove

A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.

Guest favourite

Barn in Old Lyme

4.92 out of 5 average rating, 156 reviews

Town's End Farm

Finished 1,000+ sq. ft. private 1 bdr apartment with closet, kitchen, bath, dining/living area, workspace, w/ garden in 100+ year old carriage stable. W/in stone's throw of Congregational and Catholic churches - great for weddings. Close to shore, Connecticut River, Florence Griswold Art Museum. Easy access to I-95. Secluded getaway in the heart of quaint New England town. Owner occupies separate living quarters.

Guest favourite

Rental unit in Branford

4.97 out of 5 average rating, 103 reviews

Ridgeview Suite at Stony Creek Depot

The New England-chic interior design of the 1,300-sf Ridgeview Suite blends modern amenities with charming, unique vintage artifacts. With a large bright kitchen, office/library, wet-bar and laundry room, this 2-bedroom suite is ideal for families or corporate guests. Savor small town life in Stony Creek Village with its small public beach, playground, and sandwiches shops in town.

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Popular amenities for Madison pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Fairfield

4.97 out of 5 average rating, 102 reviews

Family-Friendly Relaxing Retreat, 90 min to NYC

Guest favourite

Home in Washington

4.85 out of 5 average rating, 195 reviews

Country Home on a Hill

Guest favourite

Home in Old Saybrook

4.97 out of 5 average rating, 118 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

Guest favourite

Home in North Fork

4.93 out of 5 average rating, 114 reviews

Modern Farmhouse Steps to Beach & Love Lane

Guest favourite

Home in North Fork

4.98 out of 5 average rating, 128 reviews

Secluded Farmhouse - Studio Apartment Style Unit

Guest favourite

Home in New Haven

4.97 out of 5 average rating, 156 reviews

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

Guest favourite

Home in Stratford

4.94 out of 5 average rating, 145 reviews

Cozy Colonial - Private Hot Tub & Entire House

Guest favourite

Home in Haddam

4.93 out of 5 average rating, 135 reviews

Charming 1806 farm house close to the CT River.

Pet-friendly home rentals with a pool

Guest favourite

Home in Water Mill

4.92 out of 5 average rating, 120 reviews

Beach Barn w/ Sauna and Heated Pool - Dog Friendly

Guest favourite

Home in East Hampton

4.94 out of 5 average rating, 155 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

Guest favourite

Home in Southampton

4.95 out of 5 average rating, 150 reviews

Waterview, DogsStayFree! Kayaks, Ping-Pong

Guest favourite

Cottage in Montauk

4.9 out of 5 average rating, 552 reviews

Montauk Oceanview

Guest favourite

Rental unit in Glastonbury

4.9 out of 5 average rating, 422 reviews

Quiet 2 bed room apt w/ private entrance.

Guest favourite

Home in Litchfield

4.93 out of 5 average rating, 176 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Guest favourite

Home in Sag Harbor

4.95 out of 5 average rating, 113 reviews

Sag Harbor Village Cottage with Pool

Guest favourite

Home in Montville

4.95 out of 5 average rating, 128 reviews

Casino Stay & Play House

Private, pet-friendly home rentals

Guest favourite

Rental unit in Killingworth

4.93 out of 5 average rating, 30 reviews

Life on the Farm

Guest favourite

Holiday home in New London

4.99 out of 5 average rating, 162 reviews

Modern & Cozy Beach House - Walk to Ocean Beach

Guest favourite

Tiny home in East Lyme

5 out of 5 average rating, 120 reviews

Luxury Tiny Home Near Rocky Neck

Guest favourite

Cottage in North Fork

4.97 out of 5 average rating, 148 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Guest favourite

Rental unit in Guilford

4.96 out of 5 average rating, 57 reviews

Cozy Private Lake Q Retreat

Guest favourite

Guest house in Madison

4.99 out of 5 average rating, 73 reviews

The Barn by the Sound

Guest favourite

Cottage in Newtown

4.92 out of 5 average rating, 222 reviews

Private and Serene home close to I-84 and shopping

Guest favourite

Cottage in East Lyme

4.97 out of 5 average rating, 265 reviews

Your Nest Near The Beach

Quick stats about holiday rentals that are pet-friendly in Madison

Total rentals
40 properties
Nightly prices starting at
$106 SGD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi

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