Rutland Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Rutland

VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE
Exterior
VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE
8.0 out of 10, Very good, (2)
"the hosts were fantastic! They were so welcoming and went out of their way to be take care of our every need even during the Christmas holiday. We were so thankful for how dog friendly they were and the neighborhood was perfect for dog walking. I would definitely stay here again."
VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE
Residences at Solomon Pond
Business centre
Residences at Solomon Pond
3.5 star property
8.0 out of 10, Very good, (95)
"A little noisy."
The price is AU$165
includes taxes & fees
3 June - 4 June
Residences at Solomon Pond
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
Microwave, stovetop
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
6.0 out of 10, (1)
"Put my and my family of 5 in the wrong room, which they easily changed to a 2x2 as i had rented. Sunday afternoon the "maintence" man let himself in as we are in the room letting our dog outside. He didnt speak much english. Not sure what he was doing but he looked in our electric oven and than left. We didnt feel real safe so when we left we made sure to tske any valubles out and rigged the room to see of people had come in again. "
The price is AU$242
includes taxes & fees
17 June - 18 June
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON
Smart TV
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON
6.0 out of 10, (1)
"Great house Appreciate the efforts to conserve some of the original features of the home with renovations"
The price is AU$1,552
includes taxes & fees
2 June - 3 June
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON
Leicester Lake Front Home, Come Relax!
Property grounds
Leicester Lake Front Home, Come Relax!
10.0 out of 10, Exceptional, (14)
"Great view. Enjoyed the property. Perfect for seven of us!"
Leicester Lake Front Home, Come Relax!
BRAND NEW Designer 2br*SMART TVs*WD*Free Parking*Free Fios Wifi* Close to BOSTON
Living area
BRAND NEW Designer 2br*SMART TVs*WD*Free Parking*Free Fios Wifi* Close to BOSTON
BRAND NEW Designer 2br*SMART TVs*WD*Free Parking*Free Fios Wifi* Close to BOSTON
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Fridge, microwave, oven, stovetop
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.8 out of 10, Exceptional, (24)
"This property was an exvellent location for my daughter's graduation. "
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Bucolic Villa: Private Pool, Playground, King Beds
Property grounds
Bucolic Villa: Private Pool, Playground, King Beds
8.6 out of 10, Excellent, (16)
"I booked this listing for a group of friends who traveling through the area to visit the Treehouse Brewery that is 10 minutes away. We wanted a place to relax, enjoy some good food, and take in the area. The house is really charming for an older house. You can tell there has been quite a bit of work done to renovate and that really comes through. However, I found some of the details lacking. You can tell that the cleaning crew that looks after the house missed quite a bit. - Chairs in the...
The price is AU$1,259
includes taxes & fees
3 June - 4 June
Bucolic Villa: Private Pool, Playground, King Beds
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Property grounds
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
10.0 out of 10, Exceptional, (72)
"A sweet home with amazing views and access to the lake. The hosts thought of all the things we would need and had a well stocked home. There were plenty of towels, dishes, and games to use. There were spaces to relax and enjoy both inside and out. The yard felt very private even though other people were next door. We had eight people in our group and though I wouldn’t describe the house as large, it did not feel small for our group. We had a wonderful time and would definitely return!"
The price is AU$859
includes taxes & fees
3 June - 4 June
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Luxury Home, Pool, fireplace
Exterior
Luxury Home, Pool, fireplace
10.0 out of 10, Exceptional, (20)
"Picked this location because it was on the route from West Point to Gillette stadium. It was an hour closer for our son (and friends) to get here than if we had stayed in Boston and it put him that closer for drive home on Sunday. The house was great and well decorated for Christmas. My wife’s comment was that she felt like we were in a Hallmark movie. The host was very responsive (not that we needed anything). And Army beat Navy! Great weekend."
Luxury Home, Pool, fireplace
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Property grounds
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (164)
"Christine was very welcoming and accommodating with our family and group as we celebrated a college graduation, and two birthdays on her beautiful property. Each room has temperature controls, including the primary bath, and our family felt relaxed throughout our stay."
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Near BOSTON - Cozy and Renovated 4 Beds 2 bath Home w/ Backyard FREE WIFI 6.
Smart TV
Near BOSTON - Cozy and Renovated 4 Beds 2 bath Home w/ Backyard FREE WIFI 6.
9.0 out of 10, Wonderful, (2)
"We came down with myself, my husband, my mother and our 4 children to spend the week with our family down here and explore Boston. The house was beautiful and clean. conveniently it has the washer and drier which helped with our big family and washing our laundry!! kitchen and living spaces were wonderful as well. Location was great for anything we needed! restaurants, mall, target, grocery stores and not too far from Boston. The neighborhood was quiet and cute as is the town! Owner was helpful...
The price is AU$2,027
includes taxes & fees
3 June - 4 June
Near BOSTON - Cozy and Renovated 4 Beds 2 bath Home w/ Backyard FREE WIFI 6.
Spacious Massachusetts Apartment #2
Interior
Spacious Massachusetts Apartment #2
9.2 out of 10, Wonderful, (7)
"When I needed to communicate everything was explained to me. The place was very clean. Every thing was exactly as it was listed"
Spacious Massachusetts Apartment #2
Relaxing Retreat
Interior
Relaxing Retreat
10.0 out of 10, Exceptional, (17)
"It was a pleasant stay"
Relaxing Retreat
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Lake
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
9.8 out of 10, Exceptional, (10)
"We had a great time at the cottage and were pleasantly surprised at the quaintness of the pond and surrounding community. Wonderful stay overall! We skied Wachusett. Which was 5 min drive and Wachusett Brewery was amazing! We recommend checking the sauna hookup first and more adult sized towels! Everything else was lovely!"
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Peaceful lake & boat house! Full kitchen. Fire pit, boat dock, canoes & a kayak
Property grounds
Peaceful lake & boat house! Full kitchen. Fire pit, boat dock, canoes & a kayak
10.0 out of 10, Exceptional, (60)
"Place was perfect for the 4 of us in town for a wedding. All new finishes and furnishings. Not one thing lacking. Want to come back in the summer."
Peaceful lake & boat house! Full kitchen. Fire pit, boat dock, canoes & a kayak
A private Attic apartment with everything included.
1 bedroom, iron/ironing board, free WiFi, bed sheets
A private Attic apartment with everything included.
8.0 out of 10, Very good, (6)
"A nice property and location! Very clean with and easy to check in and out."
The price is AU$494
includes taxes & fees
2 June - 3 June
A private Attic apartment with everything included.
Lake Adjacent Family Home Ready To Host Your Next Trip To Wachusett Mountain!
Exterior
Lake Adjacent Family Home Ready To Host Your Next Trip To Wachusett Mountain!
9.8 out of 10, Exceptional, (78)
"We had a great get-away down to Wachusett Mountain with our two famlies, lots of room for everyone and very comfortable and close to the ski area and restaurants/groceries. Thank you!"
Lake Adjacent Family Home Ready To Host Your Next Trip To Wachusett Mountain!
Cozy 2-Floor Apartment with Garage Access
Fridge, microwave, oven, stovetop
Cozy 2-Floor Apartment with Garage Access
9.6 out of 10, Exceptional, (8)
"The place was cozy and comfortable and communication with the host was smooth! Would stay again!"
Cozy 2-Floor Apartment with Garage Access
Cetrl Cozy Lux Renovated 2KB,1QB-w/Parking,Dtwn,6+
Fridge, microwave, oven, stovetop
Cetrl Cozy Lux Renovated 2KB,1QB-w/Parking,Dtwn,6+
Cetrl Cozy Lux Renovated 2KB,1QB-w/Parking,Dtwn,6+
Don't see what you're looking for?
See all available properties in Rutland
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.

Rutland Holiday Home Travel Info

Popular accommodation
Rutland private holiday homes
Known landmarks
Wachusett Mountain State Reservation, Wachusett Meadow Wildlife Sanctuary and Moore State Park
International airport
Boston, MA (BOS-Logan Intl.)

Other types of properties in Rutland you may be interested in

VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE
Exterior
VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE
8.0 out of 10, Very good, (2)
"the hosts were fantastic! They were so welcoming and went out of their way to be take care of our every need even during the Christmas holiday. We were so thankful for how dog friendly they were and the neighborhood was perfect for dog walking. I would definitely stay here again."
VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE
Courtyard by Marriott Boston Marlborough
Flat-screen TV, video game console, pay films
Courtyard by Marriott Boston Marlborough
3.0 star property
8.6 out of 10, Excellent, (933)
"Under construction during my stay but looked like it will be very nice"
The price is AU$225
includes taxes & fees
16 June - 17 June
Courtyard by Marriott Boston Marlborough
Wellsworth Hotel
Courtyard
Wellsworth Hotel
3.0 star property
9.2 out of 10, Wonderful, (1005)
"Friendly staff, well maintained facilities. Depending on your room, you do hear street noise. Wish there was coffee in the lobby during breakfast time. We've enjoyed returning here each year, it is convenient to our local activities."
The price is AU$180
includes taxes & fees
1 July - 2 July
Wellsworth Hotel
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.

Everything you need to know about Rutland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rutland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rutland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Rutland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rutland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rutland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rutland holiday rentals we have selected for you start as low as AU$165 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rutland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rutland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rutland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Rutland?

Yes, there are holiday rentals close to the most popular sights in Rutland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Rutland has to offer?

VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE: This highly rated holiday home rental in Rutland is located on a lake, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a garden.

What’s there to see and do in Rutland?

While exploring the area, visit family-friendly sights like Davis' Farmland & Mega Maze, or get outside and enjoy nature at Rutland State Park. Wachusett Mountain Ski Area and Worcester Polytechnic Institute are a couple of places you'll find in the wider area.

What’s a holiday rental in Rutland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rutland. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.

Recent reviews of Rutland properties
Expedia verified reviews

AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester

5/5 Excellent
"The room was decorated nicely, bed was very comfortable, the location made it convenient to get around."
A verified traveller stayed at AC Hotel by Marriott Worcester
Posted 2 days ago
AC Hotel by Marriott Worcester