Rutland Holiday Rentals from NZ$387: Search Short-Term Rentals

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Our top choices for Rutland holiday rentals

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Westminster

Shanna D.

includes taxes & fees

31 May - 1 June

16/2 Bright & Airy 4BR Family Home in Worcester near Parks w/ Summer Outdoor Fun

Worcester

Sierra M.

includes taxes & fees

4 June - 5 June

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Worcester

"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...

Masard T.

includes taxes & fees

8 June - 9 June

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Ware

Grace

includes taxes & fees

24 June - 25 June

Residences at Solomon Pond

Marlborough

Michael

includes taxes & fees

6 June - 7 June

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni

Main South

includes taxes & fees

9 June - 10 June

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Westminster

Lane D.

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Westminster

Shreya

includes taxes & fees

28 June - 29 June

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Top Rutland Hotel Reviews

Great Wolf Lodge Boston / Fitchburg, MA

2/10 Terrible

"While I do appreciate a early checkin, there was a mixup and I got charged not only the fee I paid online, but the full fee and deposit along check-in (deposit was expected, full charge was not but was cleared up when I brought it up, did cause my bank to place a temporary hold and lock funds up, but the vacation was still a hit). The major disappointment was finding out GWL dosent do the buffet if they have under 80% occupancy, and the normal food is quite awful, definitely not worth $140+ for one sit down meal for 3 adults. The food was sub par in most places if I'm being honest. The pizza was worse than what you could expect than a frozen pizza. Prices for things were as you would expect, high for small portions of improperly cooked food, items unavailable for purchase. While overall my kids had a great time. As parents we did not have the best time, but it's about them, not us. Overall, food was terrible this time, last time? Great, had us coming back and telling people. This time not so much. The room was nice, expected less but was quite large. Staff was great, no issues there, and the mistake charge was reversed. Though next time I will be using the room charge more, it was very convenient to have the charges come out all at once and you can quite easly get a bill at checkout to verify charges. We will absolutely be back, but next time I hope the food is better."

Comfort Inn Auburn - Worcester

4/10 Poor

"Only stayed here because nothing else was available for my daughter’s graduation week. Walking into the lobby it smelled like a nursing home and cleaner products. Only 1 elevator. Check-in took too long, but checkout was fast. They charged my card temporary $100 incidental fee for each of 2 rooms which hit my credit card as a charge. 2 bus days later it hasn’t been refunded yet. Found a small bug on bed, and bigger one in tub. AC in one room did not even turn on, electric outlets on one side of room did not work. Picture missing from wall with bracket showing. Outdated bathroom had ugly drop ceiling. Didn’t feel clean and room had a residual smoke smell. Continental breakfast was okay and appreciated but not great. Will never stay there again nor at a Comfort Inn. I knew what I was getting but really had no other choice. But I expected the basics to be met. Very disappointed."

Extended Stay America Suites Boston Westborough Computer Dr

2/10 Terrible

"Checked in, initially given the wrong room key, room was occupied! Glad they weren’t there. Went back to the front desk, lady was apologetic and gave us the right room keys. Hallways reeked of weed and trash. Trash was overflowing in the elevator lobbies on 2nd and 3rd floors. Got into our room to find it barely cleaned. Floor appeared clean and bed made but that was about it. Kitchen had residue all over the cabinets, broken cabinets, refrigerator and other surfaces covered in a layer of greasy dust. Office chair had food residue all over it. Bathroom was disgusting, no toilet paper. Folded out the sofa bed for the kids and found leftover pizza crust and food in the bed and the bed dropped dirt and food onto the floor as well. Went to call the front desk but the phone cord was cut. My one son has a bad cat allergy and was suffering bad. Looked at the sofa bed to find it covered in animal hair. I didn’t realize this place was all pet friendly, nothing during check in or booking indicated that at all nor was there an option for a non-pet room. Went back down to the front desk and was told they were out of rooms and no cleaning available so she let us out of the booking. 2 days later I still haven’t been refunded, called the hotel general manager and he was apologetic, stated a refund was made that night now it’s up to hotels.com to refund. I recommend staying away from third party booking sites as this is the fourth time I’ve had to fight to get a refund."

Find out more about Rutland

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 favorite 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 depends 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 NZ$387 per night. Entering your travel dates in the search wizard you might find 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?

Spacious 4-bedroom house in charming Worcester with AC, WiFi: This holiday home rental outside of Rutland offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Rutland?

While exploring the area, visit family-friendly sights like EcoTarium, or get outside and enjoy nature at Tower Hill Botanic Garden. Rutland State Park and Wachusett Mountain State Reservation 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.

Rutland Holiday Rentals

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Check prices for these dates

Our top choices for Rutland holiday rentals

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

16/2 Bright & Airy 4BR Family Home in Worcester near Parks w/ Summer Outdoor Fun

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Residences at Solomon Pond

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Heart of Shrewsbury St – 2BR Stay

12B-Cozy 3BR Apartment with Koi Pond in Worcester

Spacious 4-bedroom with four and half bathrooms

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cottage by the Castle – Downtown Spencer

A quiet neighborhood. 4 bedrooms and 2 full bathrooms. Near shops, dining, UMass

4-bedroom house in nice Holden with WiFi, AC

Cozy 3-bedroom house in serene Worcester with fitness room and office

Sleeps 15 • Pool • World Cup 2026 • Retreat

Enjoy your stay in an antique home in an antique toy museum!

Leicester Lake Front Home, Come Relax!

16/3 Breezy 4BR Family Home in Worcester near Parks - Summer Ready Retreat

Find holiday rentals that suit your style

Top Rutland Hotel Reviews

Great Wolf Lodge Boston / Fitchburg, MA

Find out more about Rutland

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